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Title:
NOVEL MOLECULE FOR INDUCING DIFFERENTIATION OF DENDRITIC CELLS
Document Type and Number:
WIPO Patent Application WO/2005/037776
Kind Code:
A1
Abstract:
The present invention is related to compound having general formula Z-OC (C Rn1Rn2) -CO-Z wherein Z = OH or NH2 and n1 = n2 = 1 to 8 for modulation of immune response by inducing differentiation of dendritic cells consisting novel class of amino acid derivatives (sulfonic acid / sulfate derivatives of naturally occurring amino acids, and their amides) of the general formula ZOC-CR3R4-CR2(NHR1)-COOH, ZOC-CR5R6-CR3R4-CR1(NHR2)-COOH, ZOC-CR7R8-CR5R6-CR3R4-CR1(NHR2)-COOH wherein Z&equals OH or NH2; R1 to R8 denotes H, SO3H, or OSO3H. In addition, the dicarboxylic acids and their amides ZOC-(CH2)n-CR1R2-COOH, where Z&equals OH or NH2; and n&equals 1,2,3. The groups R1 / R2 &equals H / SO3H or OSO3H or CH2-SO3H or CH2-OSO3H and vice versa. The factors also contain different divalent metal cations such as Mg, Ca and Zn. The composition consists of varying amounts of the above amino acid / dicarboxylic acid derivatives or their pharmaceutically acceptable alkali / alkaline earth metal salts or their salts, the processes for the preparation of the aforesaid compounds useful for the differentiation and maturation of dendritic cells.

Inventors:
CHATTERJI ANIL (IN)
NATARAJAN KRISHNAMURTHY (IN)
MANIVEL VENKATASAMY (IN)
RAO KANURY VENKATA SUBBA (IN)
SUBRAYAN PARAMESWARAN PERUNNIN (IN)
SINGH VINOD KUMAR (IN)
ANAND RAMASAMY VIJAYA (IN)
DESA EHRLICH (IN)
Application Number:
PCT/IN2003/000476
Publication Date:
April 28, 2005
Filing Date:
December 31, 2003
Export Citation:
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Assignee:
COUNCIL SCIENT IND RES (IN)
CHATTERJI ANIL (IN)
NATARAJAN KRISHNAMURTHY (IN)
MANIVEL VENKATASAMY (IN)
RAO KANURY VENKATA SUBBA (IN)
SUBRAYAN PARAMESWARAN PERUNNIN (IN)
SINGH VINOD KUMAR (IN)
ANAND RAMASAMY VIJAYA (IN)
DESA EHRLICH (IN)
International Classes:
A61K31/16; A61K31/185; A61K31/19; A61K31/194; A61K31/195; A61K31/255; C07C305/06; C07C307/02; C07C309/17; C07C309/18; (IPC1-7): C07C309/18; A61K31/19; A61K31/194; A61K31/195; A61P37/02; C07C309/17
Domestic Patent References:
WO1999014192A11999-03-25
WO2002006308A22002-01-24
Foreign References:
US4056491A1977-11-01
US3654237A1972-04-04
US20030044470A12003-03-06
Other References:
R.LYNN COBB: "Chemistry of 1,3-Butadiene-2,3-Dicarbonitrile", J.ORG.CHEM., vol. 43, no. 5, 1978, pages 926 - 931, XP002286265
WILLIAM W.-C. CHAN: "Ligand Interactions at the Active Site of Aspartate Transcabamoylase from Escherichia coli", BIOCHEMISTRY, no. 25, 1986, pages 1605 - 1611, XP002286266
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; GILBERT, BRUCE C. ET AL: "Mechanisms of peroxide decomposition. An ESR study of the reactions of the peroxomonosulfate anion (HOOSO3-) with titanium(III), iron(II), and .alpha.-oxygen substituted radicals", XP002286268, retrieved from STN Database accession no. 1990:630622
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; SHIMADA, AKIHIKO ET AL: "Storage-stable and nonirritant shampoos and skin-cleansing compositions containing anionic surfactants", XP002286269, retrieved from STN Database accession no. 1998:600131
DATABASE CHEMABS [online] CHEMICAL ABSTRACTS SERVICE, COLUMBUS, OHIO, US; NOHSO, SHINJI: "Electrophotographic photoreceptor, maintenance thereof, and electrophotographic apparatus", XP002286270, retrieved from STN Database accession no. 2000:317223
ROBERT WEISSERT: "Action of Treosulfan in myelin-oligodendrocyte-glycoprotein-induced experimental autoimmune encephalomyelitis and human lymphocytes", JOURNAL OF NEUROIMMUNOLOGY, no. 144, 28 August 2003 (2003-08-28), pages 28 - 37, XP002286267
I.A.KOSTANYAN: "L-GlutamicAcid, a Modulator of the Physiological State of Myeloid Blood Cells", RUSSIAN J. BIOORG. CHEM. ENG. TRANSL., vol. 25, no. 11, 1999, pages 816 - 820, XP009032996
G.SIMMONET: "Modulation of Neuropeptide FF release from Rat Spinal Cord Slices by Glutamate. Involvment of NDMA Receptors", EUROPEAN J. PHARMACOLOGY, no. 271, 1994, pages 185 - 192, XP002288048
Attorney, Agent or Firm:
Hariharan, Rajeshwari (84-C C6 LANE OFF CENTRAL AVENU, SAINIK FARMS 2 NEW DELHI, IN)
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Claims:
CLAIMS
1. A compound of general formula ZOC (C Rill Rn2) COZ wherein Z = OH or NH and n 1 = n2=1 to 8.
2. A compound as claimed in claim 1 having a structure as shown below and bearing gneral formula ZOCCR3R4CR1R2COOH wherein : Z=OH or NH2, RI, to R4 denotes H, NH2, S03H, or OS03H, CH2S03H, CH2OSO3H, NHSO3H Structure 1.
3. A compound as claimed in claim 1 having a structure as shown below and bearing general formula ZOC CR5R6CR3R4CR1R2COOH wherein: Z=OH or NH2, R1 to R6 denotes H, NH2, S03H, or OSO3H, CH2SO3H, CH2OS03H, NHSO3H Structure 2.
4. A compound as claimed in claim 1 having a structure as shown below and bearing general formula ZOCCR7R8CR5R6CR3R4CR1R2COOH wherein : Z=OH or NH2, Ri to Rs denotes H, NH2, SO3H, or OSO3H, CH2 SO3H, CH2OSO3H, NHSO3H Rv RB R R4 OU RS. 6 f21 R2 sccucCUre 3 C EUC C. TH : C 3.
5. A Compound as claimed in claim 2, wherein the compound is selected from the group consisting of : I [LAspartic acid, NSulfonic acid], II ['2a, 3dicarboxy, propane1sulfonic acid], III [2α,3dicarboxy, propane1sulfate], IV [I a, 2carboxy ethane sulfonic acid], V [1 ct, 2carboxy ethane sulfate], VI [Daspartic acid, Nsulfonic acid], VII [2p, 3carboxy, propane1sulfonic acid], VIII [2ß,3carboxy, propane1sulfate], IX [1ß, 2carboxy ethane1sulfonic acid], X [I ß, 2carboxy ethane1sulfate], XI [Daspartic acid, 3asulfonic acid], XII [Daspartic acid, 3asulfate], XIII [Daspartic acid, 3psulfonic acid], XIV [Daspartic acid, 3psulfate], XV [Lasparagine, Nsulfonic acid], XVI [2αcarboxy, 3carboxamido, propane1sulfonic acid], XVII [2acarboxy, 3carboxamido, propane1sulfate], XVIII [1 acarboxy, 2carboxamido, ethane sulfonic acid], XIX [1 acarboxy, 2carboxamido, ethane sulfate], XX [Lasparagine, 3αsulfonic acid], XXI [Lasparagine, 3αsulfate], XXII [Lasparagine, 3isulfonic acid], XXIII [Lasparagine, 3ßsulfate, XXIV [Dasparagine, Nsulfonic acid], XXV [2pcarboxy, 3carboxamido, propane1sulfonic acid], XXVI [2ßcarboxy, 3carboxamido, propane1sulfate], XXVII [1ßcarboxy, 2carboxamido, ethane sulfonic acid], XXVIII [I ßcarboxy, 2carboxamido, ethane sulfate], XXIX [Dasparagine, 3asulfonic acid], XXX [Dasparagine, 3asulfate], XXXI [Dasparagine, 3ßsulfonic acid], XXXII [Dasparagine, 3psu) fate], XXXIII [Lglutamic acid, Nsulfonic acid], XXXIV [2a, 4dicarboxy, butane1sulfonic acid], XXXV [2α,4dicarboxy, butane1sulfate], XXXVI [la, 3dicarboxy, propane sulfonic acid], XXXVII [I a, 3dicarboxy, propane sulfate], XXXVIII (I ß, 3dicarboxy, propane sulfate], XXXIX [I ß, 3dicarboxy, propane sulfonic acid],.
6. A Compound as claimed in claim 3, wherein the compound is selected from the group consisting of : I. [Dglutamic acid, Nsulfonic acid], II. 2p, 4dicarboxy, butane1sulfonic acid], III. [2p, 4dicarboxy, butane1sulfate], IV. [Dglutamic acid, 3asulfonic acid], V. [Dglutamic acid, 3αsulfate], VI. [Dglutamic acid, 3ßsulfonic acid], VII. [Dglutamic acid, 3psulfate], VIII. [Dglutamic acid, 4αsulfonic acid], IX. [Dglutamic acid, 4αsulfate], X. [Dglutamic acid, 4ßsulfonic acid], XI. [Dglutamic acid, 3ßsulfate], XII. [Lglutamine, Nsulfonic acid], XIII. [2acarboxy, 4carboxamido, butane1sulfonic acid], XIV. [2αcarboxy, 4carboxamido, butane1sulfate], XV. [I acarboxy, 3carboxamido, propane1sulfonic acid], XVI. [1αcarboxy, 3carboxamido, propane1sulfate], XVII. [1ßcarboxy, 3carboxamido, propane1sulfate], XVIII. [Ipcarboxy, 3carboxamido, propane1sulfonic acid], XIX. [Dglutamine, Nsulfonic acid], XX. [2pcarboxy, 4carboxamido, butane1sulfonic acid], XXI. [2pcarboxy, 4carboxamido, butaneIsulfate], XXII. [Dglutamine, 3αsulfonic acid], XXIII. [Dglutamine, 3αsulfate], XXIV. [Dglutamine, 3ßsulfonic acid], XXV. [Dglutamine, 3psulfate], XXVI. [Dglutamine, 4αsulfonic acid], XW'II. [Dglutamine, 4asulfate], XXVIII. [Dglutamine, 4ßsuilfonic acid], XXIX. [Dglutamine, 4ßsulfate], XXX. [Lhomoglutamic acid, Nsulfonic acid], XXXI. [Pentane2a, 5dicarboxy1sulfonic acid], XXXII. [Pentane2a, 5dicarboxy1sulfate], XXXIII. [Butane1α,4dicarboxy1sulfonic acid], XXXIV. [Butanela, 4dicarboxy1sulfate], XXXV. [Dhomoglutamic acid, Nsulfonic acid], XXXVI. [Pentane2ß,5dicarboxy1sulfonic acid], XXXVII. [Pentane2ß, 5dicarboxy1sulfate], XXXVIII. [Butane1ß,4dicarboxy1sulfonic acid], XXXIX. [Butane1ß, 4dicarboxy1sulfate],.
7. A Compound as claimed in claim 4, wherein the compound is selected from the group consisting of 1. [Dhomoglutamic acid, 3asulfonic acid], 11. [Dhomoglutamic acid, 3asulfate], III. [Dhomoglutamic acid, 3psulfonic acid], IV. [Dhomoglutamic acid, 3ßsulfate], V. [Dhomoglutamic acid, 4asulfonic acid], VI. [Dhomoglutamic acid, 4asulfate], VII. [Dhomoglutamic acid, 4psulfonic acid], VIII. [Dhomoglutamic acid, 4psulfate], IX. [Dhomoglutamic acid, 5asulfate], X. [Dhomoglutamic acid, 5asulfate], XI. [Dhomoglutamic acid, 5ßsulfonic acid], II. [Dhomoglutamic acid, 5psulfate], XIII. [Lhomoglutamine, Nsulfonic acid], XIV. [Pentane2αcarboxy, 5carboxamido1sulfonic acid], XV. [Pentane2ucarboxy, 5carboxamido1sulfate], XVI. [Butane1αcarboxy, 4carboxamido1sulfonic acid], XVII. [Butanelacarboxy, 4carboxamidoIsulfate], XVIII. [Dhomoglutamine, Nsulfonic acid], XIX. [Pnetane2ßcarboxy, 5carboxamido1sulfonic acid], XX. [Butane1 pcarboxy, 4carboxamido1sulfonic acid], XXI. [BLItaiieI Pcarboxy, 4carboxamidoIsulfate], XXII. [Dhomogtutamine, 3asu ! fonic acid], XXIII. [Dhomoglutamine, 3αsulfate], XXIV. [Dhomoglutamine, 3ßsulfonic acid], XXV. [Dhomoglutamine, 3ßsulfate], XXVI. [Dhomoglutamine, 4αsulfonic acid], XXVII. [Dhomoglutamine, 4αsulfate], XXVIII. [Dhomoglutamine, 4j3sulfonic acid], XXIX. [Dhomoglutamine, 4ßsulfate], XXX. [Dhomoglutamine, 5asulfonic acid], XXXI. [Dhomoglutamine, 5asulfate], XXXII. [Dhomoglutamine, 5ßsulfonic acid] and XXXIII. [Dhomoglutamine, 5ßsulfate].
8. Novel sulfonic acid/sulfate derivatives of the formulae ZOCCR3R4 CR1R2COOH as claimed in claim 2, wherein: Z=OH or NH2, R,, to R4 denotes H, NH2, SO3H, or OS03H, CH2SO3H, CH2OSO3H, NHSO3H 1. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=H, R1= NHSO3H is the same meaning as is before defined; II. A compound as claimed in claim 1, wherein Z=OH, R, =R3=R4=H, Rl= CH2S03H is the same meaning as is before defined; III. A compound as claimed in claim 1, wherein Z=OH, R2=R3R4=H, R1= CH2OSO3H is the same meaning as is before defined; IV. A compound as claimed in claim 1, wherein 2=OH, R2=R3=R4=H, R1=SO3H is the same meaning as is before defined; V. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=H, R1=OSO3H is the same meaning as is before defined; VI. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2= NHS03H is the same meaning as is before defined ; VII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2= CH2SO3H is the same meaning as is before defined; VIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2= CH2OSO3H is the same meaning as is before defined; I X. A compound as claimed in claim 1, wherein Z=OH, Rl=R3=R4=H, R2=SO3H is the same meaning as is before defined; X. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2=OS03H is the same meaning as is before defined; XI. A compound as claimed in claim 1, wherein Z=OH, R1=R4=H, R2=NH2, R3=SO3H is the same meaning as is before defined; XII. A compound as claimed in claim 1, wherein Z=OH, R1=R4=H, R2=NH2, R3=SO3H is the same meaning as is before defined; XIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=H, R2=NH2, R4=SO3H is the same meaning as is before defined; XIV. A compound as claimed in claim 1, wherein Z=OH, R1=R3=H, R2=NH2, R4=OSO3H is the same meaning as is before defined; XV. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R1=NHSO3H is the same meaning as is before defined; XVI. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R, =CH2S03H is the same meaning as is before defined; XVII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R1= CL OH is the same meaning as is before defined; XVIII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=Rt=H, R, =S03H is the same meaning as is before defined; XIX. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R1=OSO3H is the same meaning as is before defined; XX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=H, R2=NH2, R3=SO3H is the same meaning as is before defined; XX !. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=H, R2=NH2, R3=OSO3H is the same meaning as is before defined; XXII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=H, R2=NH2, R4= S03H is the same meaning as is before defined; XXIII. A compound as claimed in claim 1, wherein Z=NH2, Ri=R3=H, R2= NH2, R4=OSO3H is the same meaning as is before defined; XXIV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=H, R2= NHS03H is the same meaning as is before defined; XXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=H, R2= CH2SO3H is the same meaning as is before defined; XXVI. A compound as claimed in claim 1, wherein Z=NH2, RI=R3=14=H, R2= CH2OSO3H is the same meaning as is before defined; XXVII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=H, R2=S03H is the same meaning as is before defined; XXVIII. A compound as claimed in claim 1, wherein Z=NH2, Ri=R3=R4=H, R2=OSO3H is the same meaning as is before defined; XXIX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=H, R2=NH2, R3= S03H is the same meaning as is before defined; XXX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=H, R2=NH2, R3= OS03H is the same meaning as is before defined; XXXI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=H, R2=NH2, R4=S03H is the same meaning as is before defined ; XXXII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=H, R2=NH2, R4=OS03H is the same meaning as is before defined.
9. Novel sulfonic acid/sulfate derivatives of the formulae ZOCCR5R6 CR3R4CRlR2COOH as claimed in claim 3, wherein: Z=OH or NH2, R,, to R,, denotes H, NH2, SO3H, or OS03H, CH2S03H, CH2OS03H, NHS03H I. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, R1=NHSO3H is the same meaning as is before defined; I1. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, Ri= CH2S03H is the same meaning as is before defined; Ill. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, Ri=CH2OS03H is the same meaning as is before defined; IV. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, Ri= S03H is the same meaning as is before defined; V. A compound as claimed in claim 1, wherein Z=OH, R, =R3=R4=R5=R6=H, R1=OSO3H is the same meaning as is before defined; VI. A compound as claimed in claim 1, wherein Z=OH, RI=R3=FZ4=R5=R6=H, R2=OS03H is the same meaning as is before defined; VII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6=H, R2= SO3H is the same meaning as is before defined; VIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6=H, R= NHS03H is the same meaning as is before defined ; IX. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6=H, R2=CH2SO3H is the same meaning as is before defined; X. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6=H, R2= CH20S03H is the same meaning as is before defined; XI. A compound as claimed in claim 1, wherein Z=OH, Rl=R4=R5=R6=H, R2= NH2, R3=SO3H is the same meaning as is before defined; XII. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R5=R6=H, R2= NH2, R3=OS03H is the same meaning as is before defined ; XIII. A compound as claimed in claim 1, wherein Z=OH, RI=R3=R5=R6=H, R,) = NH2, R4= S03H is the same meaning as is before defined; XIV. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R6=H, R2= NH2, R4=OS03H is the same meaning as is before defined; XV. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6=H, R2= NH2, R5=SO3H is the same meaning as is before defined; XVI. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6=H, R2= NH, R5=OSO3H is the same meaning as is before defined; XVII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4=H, R2= NH2, R6=SO3H is the same meaning as is before defined; XVIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4=H, R2= NH2, R6=OS03H is the same meaning as is before defined; XIX. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, Rj=NHS03H is the same meaning as is before defined; XX. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4= R5=R6=H R, =CH2SO3H is the same meaning as is before defined ; XXI. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, Ri= CH20S03H is the same meaning as is before defined ; XXII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, Rl=SO3H is the same meaning as is before defined; XXIII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, R1=OSO3H is the same meaning as is before defined; XXIV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2=OSO3H is the same meaning as is before defined ; XXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2= S03H is the same meaning as is before defined; XXVI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2= = NHS03H is the same meaning as is before defined ; XXVII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2=CH2S03H is the same meaning as is before defined; XXVIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2= CH20S03H is the same meaning as is before defined ; XXIX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R5=R6=H, R2= NH2, R3=SO3H is the same meaning as is before defined ; XXX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R5=R6=H, R2= NH2, R3=OS03H is the same meaning as is before defined ; XXXI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R6=H, R2= NH2, R4=S03H is the same meaning as is before defined; XXXII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R6=H, R2= NH2, R4=OS03H is the same meaning as is before defined; XXXIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6=H, R2= NH2, R5=SO3H is the same meaning as is before defined; XXXIV. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6=H, R2= NH2, R5=OSO3H is the same meaning as is before defined; XXXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=H, R2= NH2, R6=SO3H is the same meaning as is before defined; XXXVI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=H, R2= NH2, R6=OS03H is the same meaning as is before defined.
10. Novel sulfonic acid/sulfate derivatives of the formulae ZOCDCR7R8CR5R6 CR3R4CR, R2COOH as claimed in claim 4, wherein: Z=OH or NH2, Ri, to R8 denotes H, NH2, S03H, or OS03H, CH2S03H, CH2OS03H, NHS03H 1. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6= R7=R8=H, R1=NHSO3H is the same meaning as is before defined ; II. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6= R7=R8=H, R1=CH2SO3H is the same meaning as is before defined ; III. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6= R7=R8=H, R1=CH2OSO3H is the same meaning as is before defined; IV. A compound as claimed in claim 1. wherein Z=OH, R2=R3=R4= R5=R6=OR7=R8=H, R1=SO3H is the same meaning as is before defined ; V. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6= R7=R8=H, R1=OSO3H is the same meaning as is before defined; VI. A compound as claimed in claim 1, wherein Z=OH, Rl=R3=R4=R5=R6= R7=Rii=H, R2=NHS03H is the same meaning as is before defined; VII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6= R7=R8=H, R2=CH2S03H is the same meaning as is before defined; VIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6= R7=R8=H, R2=CH2OSO3H is the same meaning as is before defined; IX. A compound as claimed in claim 1, wherein Z=OH, Rl=R3=R4= R5=R6=R7=R8=H, R2=SO3H is the same meaning as is before defined; X. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6= R7=Rs=H, R2=OSO3H is the same meaning as is before defined; XI. A compound as claimed in claim 1, wherein Z=OH, R1=R4= R5=R6= R7=Rs=H, R2=NH2, R3=S03H is the same meaning as is before defined; XII. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R5=R6=R7=R8=H, R2=NH2, R3=OSO3H is the same meaning as is before defined; XIII. A compound as claimed in claim 1, wherein Z=OH. R1=R 3=R5=R6= R7=R} j=H, R2= NH2, R4=S03H is the same meaning as is before defined; XIV. A compound as claimed in claim I, wherein Z=OH, R1=R3=R5=R6=R7=R8=H, R2=NH2, R4=OSO3H is the same meaning as is before defined ; XV. A compound as claimed in claim 1, wherein Z=OH, R1=R4= R3=R6= R7=R8=H, R2=NH2, R5=SO3H is the same meaning as is before defined; XVI. A compound as claimed in claim 1, wherein Z=OH, Rj=R4=R3=R6= R7 s==H, R2=NH2, R5=OS03H is the same meaning as is before defined ; XVH. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4= R7=R8=H, R2=NH2, R6=SO3H is the same meaning as is before defined ; XVIII. A compound as claimed in claim 1, wherein Z=OH, Rl=R3=R5=R4= R7=R8=, R2=NH2, R6=OSO3H is the same meaning as is before defined; XIX. A compound as claimed in claim I, wherein Z=OH, R1=R4=R3=R6=R5=R8=H, R2=NH2, R7=SO3H is the same meaning as is before defined : compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6=R5=R8=H, R2=NH2, R7=OSO3H is the same meaning as is before defined ; XXI. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R5=R7=R6=H, R2=NH2, R8=SO3H is the same meaning as is before defined ; XXII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4=R7=R6=H, R2=NH2, R8=OSO3H is the same meaning as is before defined; XXIII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6= R7=R8=H, R, =NHS03H is the same meaning as is before defined ; XXIV. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6= R7=Rs=H, R1=CH2SO3H is the same meaning as is before defined; XXV. A compound as claimed in claim 1, wherein Z=NH 2, R2=R3=R4=R5=R6= R7=R8=H, Ri=CH2OS03H is the same meaning as is before defined; XXVI. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4= R5=R6=R7=R8=H, R1=SO3H is the same meaning as is before defined ; XXVII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6 R7=R8=H, R1=OSO3H is the same meaning as is before defined : XXVIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6= R7=R8=H, R2=NHS03H is the same meaning as is before defined ; XXIX. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6= R7=R8=H, R2=CH2S03H is the same meaning as is before defined; XXX. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4= R 5=R6=R7=R8=H, R2=SO3H is the same meaning as is before defined ; XXXI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6= R=Rs=H. R2=OS03H is the same meaning as is before defined ; XXXII. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R5=R6= R7=R, s=H, R2=NH2, R3=S03H is the same meaning as is before defined; XXXIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R5=R6= R7=R8=H, R2=NH2, R3=OSO3H is the same meaning as is before defined; XXXIV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R6=R7=R8= H, R2=NH2, R4=SO3H is the same meaning as is before defined ; XXXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R6=R7=R8 H, R2=NH2, R4=OS03H is the same meaning as is before defined ; XXXVI. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6= R7=Rs=H, R2=NH2, R5=SO3H is the same meaning as is before defined ; XXXVII. A compound as claimed in claim 1, wherein Z==NH2, R=R4=R3=R6= R7=R8=H, R2=NH2, R5=OSO3H is the same meaning as is before defined; XXXVIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4= R7=Rs=H, R2=NH2, R6=SO3H is the same meaning as is before defined; XXXIX. A compound as claimed in claim 1, wherein Z=NH2, R,=R3=R5=R4= R7=R8=H, R2=NH2, R6=OS03H is the same meaning as is before defined; XL. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6=R5=R8=H, R2=NH2, R7=SO3H is the same meaning as is before defined; XLI. A compound as claimed in claim 1, wherein Z=NH2, RI=R4=R3=R (, =R5=Rs=H, R2=NH2, R7=OS03H is the same meaning as is before defined; XLII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=R7=R6=H, R2=NH2, R8=SO3H is the same meaning as is before defined ; . YLIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=R7=R6=H, R2=NH2, R8=OSO3H is the same meaning as is before defined ; 11. A Compound as claimed in claim 5, wherein said compound is nontoxic salts selected from the group consisting of: XL. [LAspartic acid, NSulfnnic acid], XLI. [2α.3dicarboxy, propane1sulfonic acid], XLII. [2α.3dicarboxy, propane1sulfate], XLIII. [1α,2carboxy ethane sulfonic acid], XLIV. [1α,2carboxy ethane sulfate], XLV. [Daspartic acid, Nsulfonic acid], XLVI. [2ß,3carboxy,propane1sulfonic acid], XLVII. [2ß,3carboxy,propane1sulfate], XLVIII. [1ß,2carboxy ethane1sulfonic acid], XLI. [I P, 2carboy ethane1sulfate], L. [Daspartic acid, 3asulfonic acid], LI. [Daspartic acid, 3αsulfate], Lll. [Daspartic acid, 3ßsulfonic acid], Llll. [Daspartic acid, 3ßsulfate], LIV. [Lasparagine, Nsulfonic acid], LV. [2acarboxy, 3carboxamido, propane1sulfonic acid], LVI. [2acarboxy, 3carboxamido, propane1sulfate], LVII. [ acarboxy, 2carboxamido, ethane sulfonic acid], LVIII. [I acarboxy, 2carboxamido, ethane sulfate], LIX. [Lasparagine, 3asu, lfonic acid], LX. [Lasparagine, 3asulfate], LXI. [Lasparagine, 3ßsulfonic acid], LXII. [Lasparagine, 3ßsulfate, LXIII. [Dasparagine, Nsulfonic acid], lxiv. [2ßcarboxy, 3carboxamido, propane1sulfonic acid], LXV. [2ßcarobyx, 3carboxamido, propane1sulfate], LXVI. [1ßcarboxy, 2carboxamido, ethane sulfonic acid], LXVII. [1ßcarboxy, 2carboxamido, ethane sulfate], LXVIII. [Dasparagine, 3αsulfonic acid], LXI. [Dasparagine, 3αsulfate], LXX. [Dasparagine, 3ßsulfonic acid], LXXI. [Dasparagine, 3ßsulfate], LXXII. [Lg) utamic acid, Nsulfonic acid], LXXIII. [2α,4dicarboxy, butane1sulfonic acid], LXXIV. [2α,4dicarboxy, butane1sulfate], LXXV. [) a, 3dicarboxy, propane sulfonic acid], LXXXVI. [1α,3dicarboxy, propane sulfate], LXXVII. [1ß,3dicarboxy, propane sulfate], LXXVIII. [1p, 3dicarboxy, propane sulfonic acid], 12. A Compound as claimed in claim 6, wherein said compound is nontoxic salts selected from the group consisting of : 1. [Dglutamic acid, Nsulfonic acid], II. [2ß,4dicarobyx, butane1sulfonic acid], III. [2p, 4dicarboxy, butane1sulfate], IV. [Dglutamic acid, 3asulfonic acid], V. [Dglutamic acid, 3asulfate], VI. [Dglutamic acid, 3isulfonic acid], VII. [Dgiutamic acid, 3ßsulfate], VIII. [Dglutamic acid, 4asulfonic acid], IX. [Dglutamic acid, 4asulfate], X. [Dglutamic acid, 4ßsulfonic acid], XI. [Dglutamic acid, 3ßsulfate], XII. [Lglutamine, Nsulfonic acid], XIII. [2acarboxy, 4carboxamido, butane1sulfonic acid], XIV. [2acarboxy, 4carboxamido, butane1sulfate], XV. [I acarboxy, 3carboxamido, propane1sulfonic acid], XVI. [I acarboxy, 3carboxamido, propane1sulfate], XVII. [1ßcarboxy, 3carboxamido, propane1sulfate], XVIII. [I Pcarboxy, 3carboxamido, propane1sulfonic acid], XIX. [Dglutamine, Nsulfonic acid], XX. [2pcarboxy, 4carboxamido, butane1suifbnic acid], XXI. [2pcarboxy, 4carboxamido, butane1sulfate], XXII. [Dglutamine, 3αsulfonic acid], XXIII. [Dglutamine, 3αsulfate], XXIV. [Dglutamine, 3ßsulfonic acid], XXV. [Dglutamine, 3ßsulfate], <BR> <BR> <BR> <BR> XXVI. [Dglutamine, 4αsulfonic acid],<BR> <BR> <BR> <BR> <BR> <BR> XXVII. [Dglutamine, 4αsulfate], XXVIII. [Dglutamine, 4ßsulfonic acid], XXIX. [Dglutamine, 4ßsulfate], XXX. [Lhomoglutamic acid, Nsulfonic acid], XXXI. [Pentane2α,5dicarobxy1sulfonic acid], XXXII. [Pentane2α,5dicarobyx1sulfate], XXXIII. [Butanela, 4dicarboxyIsulfonic acid], XXIV. [Butane1α, 4dicarboxy1sulfate], XXXV. [DhomogJutamic acid, Nsulfonic acid], X\XVI. [Pentane2p, 5dicarboxy1sulfonic acid], XXXVII. [Pentane2 (3, 5dicarboxy1sulfate], XXXVIII. [Butane1ß,4dicarboxy1sulfonic acid], XXXIX. [Butallelß, 4dicarboxy1sulfate], 13. A Compound as claimed in claim 7, wherein said compound is nontoxic salts selected from the group consisting of : I. [Dhomoglutamic acid, 3asulfonic acid], II. [Dhomoglutamic acid, 3asulfate], III. [Dhomogluamic acid, 3ßsulfonic acid], IV. [Dhomoglutamic acid, 3psulfate], V. [Dhomoglutamic acid, 4asulfonic acid], VI. [Dhomoglutamic acid, 4asulfate], VII. [Dhomoglutamic acid, 4ßsulfonic acid], VIII. [Dhomoglutamic acid, 4ßsulfate], IX. [Dhomoglutamic acid, 5α=sulfate], X. [Dhomoglutamic acid, 5αsulfate], XI. [Dhomoglutamic acid, 5isulfonic acid], XII. [Dhomoglutamic acid, 5ßsulfate], XIII. [Lhomoglutamine, Nsulfonic acid], XIV. [Pentane2αcarboxy, 5carboxamido1sulfonic acid], XV. [Pentane2αcarboxy, 5carboxamido1sulfate], XVt. [Butanelacarboxy, 4carboxamido1sulfonic acid], XVII. [Butanelacarboxy, 4carboxamidoIsulfate], XVIII. [Dhomoglutamine, Nsulfonic acid], XIX. [Pentane2ßcarboxy, 5carboxamido1sulfonic acid], <BR> <BR> <BR> <BR> XX. [ButaneI pcarboxy, 4carboxamidolsulfonic acid], XXI. [Butane1 ß carobxy,4carboxamido1sulfate], XXII. [Dhomoglutamine, 3asulfonic acid), XXIII. [Dhomoglutamine, 3αsulfate], XXIV. [Dhomoglutamine, 3ßsulfonic acid], XXV. [Dhomoglutamine, 3ßsulfate], XXVI. [Dhomog(utamine, 4asulfonic acid], XW'II. [Dhomoglutamine, 1usulfate], XXVIII. [Dhomoglutamine, 4ßsulfonic acid], XXIX. [Dhomoglutamine, 4ßsulfate], XXX. [Dhomoglutamine, Sasulfonic acid], XXXI. [Dhomoglutamine, 5tsulfate], XXXII. [Dhomoglutamine, 5 (3sulfonic acid] and XXXIII. [Dhomoglutamine, 5ßsulfate].
11. 14 A compound as claimed in claim 11, wherein said compound is selected from the group consisting of aspartic acid, asparagine and corresponding deamino analogs: I. [LAspartic acid, NSulfonic acid], II. [2a, 3dicarboxy, propane1sulfonic acid], III. [2 3dicarboxy, propane1sulfate], IV. [1 a, 2carboxy ethane sulfonic acid], V. [I α, 2carboxy ethane sulfate], VI. [Daspartic acid, Nsulfonic acid], VII. [2ß,3carboxy,propane1sulfonic acid], VIII. [2ß,3carboxy,propane1sulfate], IX. [1ß,2carboxy ethane1sulfonic acid], X. [1ß,2carboxy ethane1sulfate], XI. [Daspartic acid, 3asulfonic acid], XII. [Daspartic acid, 3αsulfate], XIII. [Daspartic acid, 3ßsulfonic acid], XIV. [Daspartic acid, 3psulfate], XV. [Lasparagine, Nsulfonic acid], XVI. [2αcarboxy, 3carboxamido, propane1sulfonic acid], XVII. [2αcarobxy, 3carboxamido, propane1sulfate], XVIII. [1αcarboxy, 2carboxamido, ethane sulfonic acid], XIX. [1 acarboxy, 2carboxamido, ethane sulfate], XX. [Lasparagine, 3asulfonic acid], XXI. [Lasparagine, 3asultate], XXII. [Lasparagine, 3psutfonic acid], XXIII. [Lasparagine, 3ßsulfate, XXIV. [Dasparagine, Nsulfonic acid], XXV. [2ßcarobyx, 3carboxamido, propane1sulfonic acid], XXVI. [2pcarboxy'3carboxamido, propaneIsulfate], XXVII. [1ßcarobyx, 2carboxamido, ethane sulfonic acid], XXVIII. [I (3carboxy, 2carboxamido, ethane sulfate], XXIX. [Dasparagine, 3αsulfonic acid], XXX. [Dasparagine, 3asulfate], XXXI. [Dasparagine, 3ßsulfonic acid], XXXII. [Dasparagine, 3ßsulfate],.
12. A compound as claimed in claim 12, wherein said compound is selected from the group consisting of glutamic acid, glutamine and corresponding deamino analogs: I. [Lglutamic acid, Nsulfonic acid], II. [2a, 4dicarboxy, butane1sulfonic acid], III. [2α, 4dicarboxy, butane1sulfate], IV. [1α, 3dicarboxy, propane sulfonic acid], V. [I a, 3dicarboxy, propane sulfate], VI. [1ß, 3dicarobyx, propane sulfate], VII. [1ß,3DICAROBYX, propane sulfonic acid], VIII. [Dglutamic acid, Nsubtonic acid], IX. [2p, ß,4dicarboxy, butane1sulfonic acid], X. [2 (3, 4dicarboxy, butane1sulfate], XI. [Dglutamic acid, 3αsulfonic acid], XII. [Dglutamic acid, 3asulfate], XIII. [Dglutamic acid, 3ßsulfonic acid], XIV. [Dglutamic acid, 3ßsulfate], XV. [Dglutamic acid, 4asulfonic acid], XVI. [Dglutamic acid, 4αsulfate], XVII. [Dglutamic acid, 4psulfonic acid], YVIII. [Dglutamic acid, 3ßsulfate[, XIX. [Lglutamine, Nsulfonic acid], XX. [2αcarboxy, 4carboxamido, butanelsulfonic acid], XXI. [2αcarboxy, 4carboxamido, butane1sulfate], XXII. [1αcarobyx, 3carboxamido, propane1sulfonic acid], XIII. [1αcarboxy, 3carboxamido, propane1sulfate], XXIV. [1ßcarobyx, 3carboxamido, proapne1sulfate], XXV. [I pcarboxy, 3carboxamido, propane1sulfonic acid], XXVI. [Dglutamine, Nsulfonic acid], XXVII. [2pcarboxy, 4carboxamido, butaneIsulfonic acid], XXVIII. [2ßcarobyx, 4carboxamido, butane1sulfate], XXIX. [Dglutamine, 3αsulfonic acid], XXX. [Dglutamine, 3asulfate], XXXI. [Dglutamine, 3ßsulfonic acid], XXXII. [Dglutamine, 3psulfate], XXXIII. [Dglutamine, 4asulfonic acid], XXXIV. [Dglutamine, 4αsulfate], XXXV. [Dglutamine, 4psulfonic acid], XXXVI. [Dglutamine, 4ßsulfate], XXXVII. [Lhomoglutamic acid, Nsulfonic acid], XXXVIII. [Pentane2a, 5dicarobyx1sulfonic acid], XXIX. [Pentane2α,5dicarboxy1sulfate], XL. [Butane1α,4dicarboxy1sulfonic acid], XLI. [Butanela, 4dicarboxyIsulfate],.
13. A compound as claimed in claim 13, wherein said compound is selected from the group consisting of homoglutamic acid, homoglutamine and corresponding de amino analogs : I. [Dhomoglutamic acid, Nsulfonic acid], II. [Pentane2ß,5dicarboxy1sulfonic acid], III. [Pentane2p, 5dicarboxylsulfate], IV. [Butane1ß,4dicarobxy1sulfonic acid], V. [Butane1ß,4dicarboxy1sulfate], VI. [Dhomoglutamic acid, 3asulfonic acid], VII. [Dhomoglutamic acid, asulfate], VIII. [Dhomoglutamic acid, 3ßsulfonic acid], IX. [Dhomoglutamic aicd, 3ßsulfate], X. [Dhomoglutamic acid, 4asulfonic acid], XI. [Dhomoglutamic acid, 4asulfate], XII. [Dhomoglutamic acid, 4ßsulfonic acid], XIII. [Dhomoglutamic acid, 4ßsulfate], XIV. [Dhomoglutamic acid, 5αsulfate], XV. [Dhomoglutamic acid, 5αsulfate], XVI. [Dhomoglutamic acid, 5ßsulfonic acid], XVII. [Dhomoglutamic acid, 5 (3sulfate], XVIII. [Lhomoglutamine, Nsulfonic acid], XIX. [Pentane2acarboxy, 5carboxamido1sulfonic acid], XX. [Pentane2acarboxy, 5carboxamido1sulfate], XXI. [Butanel acarboxy, 4carboxamidolsulfonic acid], XXII. [Butane1αcarboxy, 4carboxamido1sulfate], XXIII. [Dhomoglutamine, Nsulfonic acid], XXIV. [Pentane2ßcarobyx, 5carboxmaido1sulfonic acid], <BR> <BR> <BR> <BR> XXV. [Butane1 Pcarboxy, 4carboxamidolsulfonicacid], XXVI. [Butane1 (3carboxy, 4carboxamidoIsulfate], XXVII. [Dhomoglutamine, 3asulfonic acid], XXVIII. [Dhomoglutamine, 3asulfate], <BR> <BR> <BR> <BR> XXIX. [Dhomoglutamine, 3psulfbnic acid],<BR> <BR> <BR> <BR> <BR> <BR> XXX. [Dhomoglutamine, 3ßsulfate], XXXI. [Dhomoglutamine, 4αsulfonic acid], XXXII. [Dhomoglutamine, 4asulfate], XXXIII. [Dhomoglutamine, 4ßsulfonic acid], XXIV. [Dhomoglutamine, 4ßsulfate], XXXV. [Dhomoglutamine, 5αsulfonic acid], XXXVI. [Dhomoglutamine, 5αsulfate], XXXVII. [Dhomoglutamine, 5ßsulfonic acid] and XXXVIII. [Dhomoglutamine, 5ßsulfate].
14. A compound as claimed in claim l, wherein incubation of BM leukocyte precursors with different concentrations of the synthetic compound increases the cell surface densities of CD1 Ic, CD80, CD54 and CDI Ic to various levels with maximum up regulation at 200 mM.
15. A compound as claimed in claim 1, wherein it gives the fold increase in the levels of molecules of celis stimulated with either 15 ng/ml of GMCSF or 200 mM of the synthetic compound at 48 h of incubation.
16. A compound as claimed in claim l, wherein the viability of the cultures is more than 99% at the end of the incubation period at this concentration of the synthetic compound.
17. A compound as claimed in claim 1, useful to induce differentiation of dendritic cells and modulation of immune response controlled by dendritic cell.
18. A compound as claimed in claim 1, useful in vaccine formulation to prevent more efficient and faster presentation of antigens to Tcells thereby initiate primary protective Th 1 immune response and help in the clearance of the pathogen.
19. A process for preparing the compounds having general formula ZOC (C Rn) Rn2) COZ wherein Z = OH or NH2 and nl = n2 =1 to 8 said process comprising the steps of : a) reacting tertiary butyl ester of di carboxylic acid and its derivatives having carbon 1 to 10 with thionyl chloride and triethyl amine in presence of low boiling halogenated solvent at a temperature in the range of 10 to 35°C. b) stirring the solution of step (a) unless thin layer chromatography (TLC) shows complete consumption of starting material. c) evaporating the solvent and obtaining crude product. d) drying the crude and adding water to the same to obtain a slurry. e) stirring the slurry for a time period in the range of 0. 5 to 3 hr, t) adding CH2C12 and TFA to the solution and stirring the solution for about 24 hrs g) evaporating the solvent and drying in vacuum to obtain the desired product.
20. A process as claimed in claim 22, wherein tertiary butyl ether is either mono butyl ether or dibutyl ether.
21. A process as claimed in claim 22, wherein low boiling halogenated solvent used is dichlormethane.
22. A process as claimed in claim 22 wherein in step (a), dichloromethane used is free from water.
23. A process as claimed in claim 22 wherein in step (b), stirring is carried out for a period in the range of 5 to 10 hours.
24. A process as claimed in claim 22 wherein in step (d), methyl chloride is used in the range of 3 to 10 equivalent.
25. A Pharmaceutica) composition comprising the effective amount of a compound selected from the general iormula ZOC (C Rn1Rn2)COZ wherein Z = OH or NH2 and n 1 = n2 =1 to 8 along with an additive, excipient, diluents or carrier.
26. A composition as claimed in claim 29, wherein said compound useful in vaccine formulation to prevent more efficient and faster presentation of antigens to Tcells thereby initiate primary protective Thl immune response and help in the clearance of the pathogen.
27. A composition as claimed in claim 29, wherein said compound having a structure as herein and bearing general formula ZOCCR3R4CR1R2COOH wherein: Z=OH or NH2, Ri, to R4 denotes H, NH2, S03H, or OS03H, CH2SO3H, CH2OSO3H, NHSO3H Structure 1.
28. A composition as claimed in claim 29, wherein said compound having a structure as herein and bearing, general formula AOC CR5R6CR3R4CR1R2COOH wherein : Z=OH or NH2, R, to R6 denotes H, NH2, SO3H, or OS03H, CH2SO3H, CH2OSO3H, NHS03H Scructure 2.
29. A composition as claimed in claim 99 wherein said compound having structure as herein and bearing general formula ZOCCR7R8CR5R6CR3R4CR1R2COOH wherein : Z=OH or NH2, R, to Rs denotes H, NH2, S03H, or OSO3H. CH2SO3H, CH2 OSO3H, NHSO3H wH OH RS 6 Ry RZ 9rLiICCUL^ 3.
30. A composition as claimed in claim 29, wherein said compound in nontoxic to monocytes.
31. A composition as claimed in claim 29, wherein said compound in nontoxic to macrophages.
32. A composition as claimed in claim 29, wherein additives are different divalent metal cations such as Mg, Ca and Zn.
33. A composition as claimed in claim 29, wherein additives are amino acid/ dicarboxylic acid derivatives and their pharmaceutically acceptable selected alkali/ alkaline earth metal salts.
34. A composition as claimed in claim 29, wherein the compound is selected from the group consisting of : I. [LAspartic acid, NSulfonic acid], II. [2a, 3dicarboxy, propane1sulfonic acid], III. [2a, 3dicarboxy, propane1sulfate], IV. [I a, 2carboxy ethane sulfonic acid], V. [I a, 2carboxy ethane sulfate], VI. [Daspartic acid, Nsulfonic acid], VII. [2ß,3carobyx,propane1sulfonic acid], VIII. [2p, 3carboxy, propanelsulfate], IX. [ P, 2carboxy ethane1sulfonic acid], X. [I ß, 2carboxy ethaneIsulfate], XI. [Daspartic acid, 3asulfonic acid], XII. [Daspartic acid, 3asulfate], XIII. [Daspartic acid, 3ßsulfonic acid], XIV. [Daspartic acid, 3psulfate], XV. [Lasparagine,Nsulfonic acid], XVI. [2αcarobyx, 3carboxamido, propanelsulfonic acid] XVII. [2acarboxy, 3carboxamido, propane1sulfate], XVIII. [I acarboxy, 2carboxamido, ethane sulfonic acid], IX. [I ucarboxy, 2carboxamido, ethane sulfate], XX. [Laspargine, 3αsulfonic acid], XXI. [Lasparagine, 3asulfate], XXII. [Lasparagine, 3ßsulfonic acid], XXIII. [Lasparagine, 3psulfate, XXIV. [Dasparagine, Nsulfonic acid].
35. XXV. [2ßcarboxy, 3carboxamido, propane1sulfonic acid], XXVI. [2pcarboxy, 3carboxamido, propane1sulfate], XXVII. [1ßcarboxy, 2carboxamido, ethane sulfonic acid], XXVIII. [1ßcarboxy, 2carboxamido, ethane sulfate], XXIX. [Dasparagine, 3asulfonic acid], XXX. [Dasparagine, 3asulfate], XXXI. [Dasparagine, 3psulfonic acid], XXXII. [Dasparagine, 3ßsulfate], XXXIII. [Lglutamic acid, Nsulfonic acid], XXXIV. [2α, 4dicarboxy, butane1sulfonic acid], XXXV. [2α, 4dicarboxy, butane1sulfate], XXXVI. [I a, 3dicarboxy, propane sulfonic acid], XXXVII. [I a, 3dicarboxy, propane sulfate], XXXVIII. [I ß, 3dicarboxy, propane sulfate], XXXIX. [I ß, 3dicarboxy, propane sulfonic acid],.
36. A composition as claimed in claim 29, wherein the compound is selected from the group consisting of: 1. [Dglutamic acid, Nsulfonic acid], II. 2p. 4dicarboxy, butane1sulfonic acid], III. [2p, 4dicarboxy, butane1sulfate], IV. [Dglutamic acid, 3αsulfonic acid], V. [Dglutamic acid, 3asulfate], VI. [Dglutamic acid, 3ßsulfonic acid], VII. [Dglutamic acid, 3ßsulfate], VIII. [Dglutamic acid, 4αsulfonic acid], IX. [Dglutamic acid, 4asulfate], X. [Dglutamic acid, 4psulfonic acid], . XI. [Dglutamic acid, 3ßsulfate], XII. [Lglutamine, Nsulfonic acid], XIII. [2acarboxy, 4carboxamido, butaneIsulfonic acid], XIV. [3αcarboxy, 4carboxamido, butane1sulfate], XV. [1αcarboxy, 3carboxamido, propane1sulfonic acid], XVI. [lacarboxy, 3carboxamido, propane1sulfate], XVII. [1ßcarboxy, 3carboxamido, propane1sulfate], XVIII. [1ßcarboxy, 3carboxamido, propane1sulfonic acid], SICY. [Dglutamine, Nsulfonic acid], XX. [2pcarboxy, 4carboxamido, butanelsulfonic acid], XXI. [2pcarboxy, 4carboxamido, butane1sulfate], XXII. [Dglutamine, 3asulfonic acid], <BR> <BR> <BR> <BR> XXIII. [Dglutamine, 3αsulfate],<BR> <BR> <BR> <BR> <BR> <BR> XXIV. [Dgtutamine, 3psulfonic acid], XXV. [Dglutamine, 3ßsulfate], XXVI. [Dglutamine, 4asulfonic acid], XXVII. [Dglutamine, 4asulfate], XXVIII. [Dglutamine, 4psulfonic acid], XXIX. [Dglutamine, 4ßsulfate], XXX. [Lhomoglutamic acid, Nsulfonic acid], XXXI. [Pentane2u, 5dicarboxy1sulfonic acid], XXXII. [Pentane2a, 5dicarboxy1sulfate], <BR> <BR> <BR> <BR> XXXIII. [Butane1α, 4dicarboxy1sulfonic acid],<BR> <BR> <BR> <BR> <BR> <BR> XXXIV. [Butane1α, 4dicarboxy1sulfate], XXXV. [Dhomogtutamic acid, Nsulfonic acid], XXXVI. [Pentane2p, 5dicarboxyIsutfbnic acid], XXXVII. [Pentane2ß, 5dicarboxy1sulfate], XXXVIII. [Butane1ß, 4dicarboxy1sulfonic acid], XXXIX. [Butane1ß, 4dicarboxy1sulfate],.
37. A composition as claimed in claim 29, wherein the compound is selected from the group consisting of I. [Dhomoglutamic acid, 3asulfonic acid], II. [Dhomoglutamic acid, 3asulfate], III. [Dhomoglutamiwacid, 3psulfonic acid], IV. [Dhomoglutamic acid, 3psulfate], V. [Dhomoglutamic acid, 4αsulfonic acid], VI. [Dhomoglutamic acid, 4asulfate], VIl. [Dhomoglutamic acid, 4 (3sulfonic acid], VIII. [Dhomoglutamic acid, 4 (3sulfate], IX. [Dhomoglutamic acid, 5asulfate], X. [Dhomoglutamic acid, 5αsulfate], XI. [Dhomoglutamic acid, 5 (3sulfonic acid], XII. [Dhomoglutamic acid, 5ßsulfate], XIII. [Lhomoglutamine, Nsulfonic acid], XIV. [Pentane2αcarboxy, 5carboxamido1sulfonic acid], XV. [Pentane2αcarboxy, 5carboxamido1sulfate], XVI. [Butanelacarboxy, 4carboxamido, lsulfonic acid], XVII. [Butane1αcarboxy, 4carboxamido1sulfate], XVIII. [Dhomoglutamine, Nsulfonic acid], XIX. [Pentane2ßcarboxy, 5carboxamido1sulfonic acid], XX. [Butane1ßcarboxy, 4carboxamido1sulfonic acid], XXI. [Butane1ßcarboxy, 4carboxamido1sulfate], XXII. [Dhomoglutamine, 3asulfonic acid], XXIII. [Dhomoglutamine, 3αsulfate], XXIV. [Dhomoglutamine, 3ßsulfonic acid], XXV. [Dhomoglutamine, 3ßsulfate], XXVI. [Dhomoglutamine. 4αsulfonic acid], XXVII. [Dhomoglutamine, 4αsulfate], XXVIII. [Dhomoglutamine, 4ßsulfonic acid], XXIX. [Dhomoglutamine, 4ßsulfate], XXX. [Dhomoglutamine, 5asutfonic acid], XXXI. [Dhomoglutamine, 5asutfatc], XXXII. [Dhomoglutamine, 5ßsulfonic acid] and XXXIII. [Dhomoglutamine, 5ßsulfate].
38. A composition as claimed in claim 29, wherein novel sulfonic acid sulfate derivatives of the formulae ZOCCR3R4CR1R2COOH wherein: Z=OH or Nit2. to R4 denotes H, NHs, SO3H, or OS03H, CH2S03H, CH2OSO3H, NHSO3H 1. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=H, R1= NHS03H is the same meaning as is before defined; II. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=H, R1= CHUSOCH is the same meaning as is before defined; III. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=H, R1= CH2OSO3H is the same meaning as is before defined; IV. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=H, R1=SO3H is the same meaning as is before defined; V. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=H, R1=OSO3H is the same meaning as is before defined; VI. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2= NHSO3H is the same meaning as is before defined; VII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2= CH2SO3H is the same meaning as is before defined; VIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2= CH20SO3H is the same meaning as is before defined; IX. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=H, R2=S03H is the same meaning as is before defined; X. A compound as claimed in claim 1, wherein Z=OH, Ri=R3=R4=H, R2=OSO3H is the same meaning as is before defined; XI. A compound as claimed in claim 1, wherein Z=OH, R1=R4=H, R2=NH2, R3=SO3H is the same meaning as is before defined; XII. A compound as claimed in claim 1, wherein Z=OH, R1=R4=H, R2=NH2, R3=SO3H is the same meaning as is before defined; XIII. A compound as claimed in claim 1, wherein Z=OH, Ri=R3H, R2=NH2, R4=S03H is the same meaning as is before defined; XIV. A compound as claimed in claim 1, wherein Z=OH, R1=R3=H, R2=NH2, R4=OS03H is the same meaning as is before defined; XV. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R, =NHS03H is the same meaning as is before defined; XVI. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R, =CH2S03H is the same meaning as is before defined ; YVII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R1= CH2OSO3H is the same meaning as is before defined ; XVIII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R1=SO3H is the same meaning as is before defined; XIX. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=H, R1=OSO3H is the same meaning as is before defined; XX. A compound as claimed in claim 1, wherein Z=NH2, Rl=R4=H, R2=NH2, R3= SO3H is the same meaning as is before defined; XXI. A compound as claimed in claim 1, wherein Z=NH2, RI=R4=H, R2=NH,, R3= OS03H is the same meaning as is before defined; XXII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=H, R2=NH2, R4=SO3H is the same meaning as is before defined; XXIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=H, R2=NH2, R4= OS03H is the same meaning as is before defined; XXIV. A compound as claimed in claim 1, wherein Z=NH2, R) =R3=R4=H, R2= NHSO3H is the same meaning as is before defined; XXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=H, R2= CH2S03H is the same meaning as is before defined; XXVI. A compound as claimed in claim 1, wherein Z=NH2, R) =R3=R4==H, R2= CH2OSO3H is the same meaning as is before defined; XXVII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=H, R2=SO3H is the same meaning as is before defined ; XXVIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=H, R2=OSO3H is the same meaning as is before defined; XXIX. A compound as claimed in claim l, wherein Z=NH2, R1=R4=H, R2=NH2, R3= S03H is the same meaning as is before defined; XXX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=H, R2=NH2, R3= OS03H is the same meaning as is before defined; XXXI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=H, R2=NH2, R4=SO3H is the same meaning as is before defined; XXXII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=H, R2=NH2, R4=OS03H is the same meaning as is before defined.
39. A composition as claimed in claim 29, wherein novel sulfonic acid/sulfate derivatives of the formulae ZOCCR5R6CR3R4CR1R2COOH, wherein: Z=OH or NH2, Rl, to R6 denotes H, NH2, S03H, or OSO3H, CH2SO3H, CH2 OSO3H, NHS03H 1. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, R1=NHSO3H is the same meaning as is before defined; II. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, Rl= CH2S03H is the same meaning as is before defined; III. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, R1=CH2OSO3H is the same meaning as is before defined; IV. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4= R5=R6=H, Ri= S03H is the same meaning as is before defined; V. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6=H, R1=OSO3H is the same meaning as is before defined; VI. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6=H, R2=OS03H is the same meaning as is before defined; VII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6=H, R2= S03H is the same meaning as is before defined; VIII. A compound as claimed in claim 1, wherein Z=OH, R=R3=R4=Rs=R6=H, R2= NHS. 03H is the same meaning as is before defined; IX. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6=H, R2= CH2SO3H is the same meaning as is before defined ; X. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R 4=R5=R6=H, R2= CH2OSO3H is the same meaning as is before defined; XI. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R5=R6=H, R2= NH2, R3=SO3H is the same meaning as is before defined; XII. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R5=R6=H, R2= NH2, R3=OS03H is the same meaning as is before defined; XIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R6=H, R2= NH2, R4= S03H is the same meaning as is before defined; XIV. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R6=H, R2= NH2, R4=OSO3H is the same meaning as is before defined ; XV. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6=H, R2= NH2, R5=SO3H is the same meaning as is before defined ; XVI. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6=H, R2= NH2, R5=OSO3H is the same meaning as is before defined; YVII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4=H, R2= NH2, R6=SO3H is the same meaning as is before defined; XVIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4=H, R, = NH2, R6=OSO3H is the same meaning as is before defined; XIX. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, R1=NHSO3H is the same meaning as is before defined; XX. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, Ri=CH2S03H is the same meaning as is before defined; XXI. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, R1=CH2OSO3H is the same meaning as is before defined; XXII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=Rs=R6=H, R1=SO3H is the same meaning as is before defined; XXIII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6=H, Ri= OS is the same meaning as is before defined; XXIV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2= OS03H is the same meaning as is before defined; XXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2= SO3H is the same meaning as is before defined ; XXVI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2= NHS03H is the same meaning as is before defined; XXVII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R. =CH2S03H is the same meaning as is before defined; XXVIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6=H, R2= CH2OSO3H is the same meaning as is before defined; XXIX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R5=R6=H, R2= NH2, R3=SO3H is the same meaning as is before defined; XXX. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R5=R6=H, R2= NH, R3=OS03H is the same meaning as is before defined; XXXI. A compound as claimed in claim l, wherein Z=NH2, R1=R3=R5=R6=H, R2= NH2, R4=SO3H is the same meaning as is before defined ; XXXII. A compound as claimed in claim l, wherein Z=NH2, R1=R3=R5=R6=H, R2= NH2, R4=OSO3H is the same meaning as is before defined; XXXIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6=H, R2= NH2, R5=SO3H is the same meaning as is before defined; XXXIV. A compound as claimed in claim 1, wherein Z=NH2 R1=R4=R3=R6=H, R2= NH2, R5=OS03H is the same meaning as is before defined ; XXXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=H, R2= Nl R6=SO3H is the same meaning as is before defined; XXXVI. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=H, R2= NH, R6=OSO3H is the same meaning as is before defined.
40. A composition as claimed in claim 29, wherein novel sulfonic acid / sulfate derivatives of the formulae ZOCCR7R8CR5R6CR3R4CR1R2COOH, wherein : Z=OH or NH2, RI, to Rs denotes H, NH2, S03H, or OS03H, CH2SO3H, CH2OSO3H, NHS03H I. A compound as claimed in claim 1, wherein Z=OH, R2=R3=Rt=R5=R6= R7=R8=H, R1=NHSO3H is the same meaning as is before defined; t1. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6= R7=R8=H, R1=CH2SO3H is the same meaning as is before defined; III. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6= R7=R8=H, R1=CH2OSO3H is the same meaning as is before defined; IV. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4= R5=R6=R7=R8=H, R1=SO3H is the same meaning as is before defined; V. A compound as claimed in claim 1, wherein Z=OH, R2=R3=R4=R5=R6= R7=R$=H, R1=OSO3H is the same meaning as is before defined; VI. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6= R7=R, =H, R2=NHS03H is the same meaning as is before defined; VII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6= R7=Rs=H, R2=CH2S03H is the same meaning as is before defined ; VIII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6= R7=RS=H, R2=CH20SO3H is the same meaning as is before defined; ! X. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4= R5=R6=R7=R8=H, R2=SO3H is the same meaning as is before defined ; X. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R4=R5=R6= R7=Rs=H, R2=OS03H is the same meaning as is before defined; XI. A compound as claimed in claim 1, wherein Z=OH, R1=R4= R5=R6= R7=R8=H, R2=NH2, R3=SO3H is the same meaning as is before defined; XII. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R5=R6=R7=R8=H, R2=NH2, R3=OSO3H is the same meaning as is before defined ; XIII. A compound as claimed in claim 1, wherein Z=OH, R=R3=R5=R"= R7=Rs=H, R2= NH2, R4=S03H is the same meaning as is before defined ; XIV. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R6=R7=R8=H, R2=NH2, R4=OSO3H is the same meaning as is before defined; XV. A compound as claimed in claim l, wherein Z=OH, Rl=R4= R3=R6= R7=R8=H, R2=NH2, R5=SO3H is the same meaning as is before defined; XVI. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6= R7=Rs=H, R2=NH2, Rs=OS03H is the same meaning as is before defined; XVII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4= R7=R8=H, R2=NH2, R6=SO3H is the same meaning as is before defined ; XVIII. A compound as claimed in claim 1, wherein Z=OH, Rl=R3=R5=R4= R7=Rs=H, R2=NH2, R6=OS03H is the same meaning as is before defined; XIX. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6=R5=R8=H, R2=NH2, R7=SO3H is the same meaning as is before defined; XX. A compound as claimed in claim 1, wherein Z=OH, R1=R4=R3=R6=R5=R8=H, R2=NH2, R7=OSO3H is the same meaning as is before defined ; XXI. A compound as claimed in claim I, wherein Z=OH, R1=R3=R5=R4=R7=R6=H, R2=NH2, R8=SO3H is the same meaning as is before defined ; XXII. A compound as claimed in claim 1, wherein Z=OH, R1=R3=R5=R4=R7=R6=H, R2=NH2, R8=OSO3H is the same meaning as is before defined ; XXIII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6= R7=R8=H, R1=NHSO3H is the same meaning as is before defined; XXIV. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6= R7=R8=H, R1=CH2SO3H is the same meaning as is before defined ; XXV. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6= R7=R8=H, R1=CH2OSO3H is the same meaning as is before defined ; XXV A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4= R5=R6=R7=R8=H, R1=SO3H is the same meaning as is before defined ; XXVII. A compound as claimed in claim 1, wherein Z=NH2, R2=R3=R4=R5=R6= R7=R8=H, R1=OSO3H is the same meaning as is before defined ; XXVIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R4=R5=R6= R7=Rs=H, R2=NHS03H is the same meaning as is before defined ; XXIX. A compound as claimed in claim 1, wherein Z=NH2, Rl=R3=R4=R5=R (, = R7=R. s=H, R2=CH2S03H is the same meaning as is before defined ; XXX. A compound as claimed in claim 1, wherein Z=NH2. R1=R3=R4= R5=R6=R7=R8=H, R2=SO3H is the same meaning as is before defined ; XXXI. A compound as claimed in claim 1, wherein Z=NH,), R1=R3=R4=R5=R6= R7=R8=H, R2=OS03H is the same meaning as is before defined; XXXII. A compound as claimed in claim 1, wherein Z=NH2, Rl=R4=R5=R6= R7=Rs=H, R2=NH2, R3=SO3H is the same meaning as is before defined ; XXXIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R5=R6= R7=R8=H, R2=NH2, R3=OS03H is the same meaning as is before defined; XXXIV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R6=R7=R8= H, R2 =NH2, R4=S03H is the same meaning as is before defined ; XXXV. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R6=R7=R8= H, R2=NH2, R4=OSO3H is the same meaning as is before defined ; XXXVI. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6= R=Rs=H, R2=NH2, R5=S03H is the same meaning as is before defined; XXXVII. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6= R7=Rg=H, R2=NH2, R5=OS03H is the same meaning as is before defined; @XXVIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4= R7=R8=H, R2=NH2, R6=SO3H is the same meaning as is before defined; XXXIX. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4= R7=R8=H, R2=NH2, R6=OSO3H is the same meaning as is before defined ; XL. A compound as claimed in claim 1, wherein Z=NH2, R1=R4=R3=R6=R5=R8=H, R2=NH2, R7=SO3H is the same meaning as is before defined ; \LI. A compound as claimed in claim l, wherein Z=NH2, R1=R4=R3=R6=R5=R8=H, R2=NH2, R7=OSO3H is the same meaning as is before defined ; XLII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=R7=R6=H, R2= NH2, R8=SO3H is the same meaning as is before defined ; XLIII. A compound as claimed in claim 1, wherein Z=NH2, R1=R3=R5=R4=R7=R6=H, R2=NH2, R8=OSO3H is the same meaning as is before defined ;.
41. A A composition as claimed in claim 29, wherein said compound is nontoxic salts selected from the group consisting of : [. [L Aspartic acid, NSulfonic acid], II. [2α,3dicarboxy, propane1sulfonic acid], III. [2a, 3dicarboxy, propane1sulfate], IV. [1α, 2carboxy ethane sulfonic acid], V. [1α, 2carboxy ethane sulfate], VI. [Daspartic acid, Nsulfonic acid], VII. [2ß,3carboxy,propane1sulfonic acid], VIII. [2ß,3carboxy,propane1sulfate], IX. [I ß,2carboxy ethane1sulfonic acid], X. [I P, 2carboxy ethane1sulfate], XI. [Daspartic acid, 3αsulfonic acid], XII. [Daspartic acid, 3asulfate], XIII. [Daspartic acid, 3ßsulfonic acid], XIV. [Daspartic acid, 3@sulfate], XV. [Lasparagine, Nsubtonic acid], XVI. [2αcarboxy, 3carboxamido, propane1sulfonic acid], XVII. [2acarboxy, 3carboxamido, propane1sulfate], XVIII. [l acarboxy, 2carboxamido, ethane sulfonic acid], XIX. [1αcarboxy, 2carboxamido, ethane sulfate], <BR> <BR> <BR> <BR> XX. [Lasparagine, 3αsulfonic acid],<BR> <BR> <BR> <BR> <BR> XXI. [Lasparagine, 3αsulfate], XXII. [Lasparagine, 3ßsulfonic acid], XXIII. [Lasparagine, 3 (3sulfate,, XXIV. [Dasparagine, Nsulfonic acid], XXV. [2pcarboxy, 3carboxamido, propane1sulfonic acid], XXVI. [2ßcarboxy, 3carboxamido, propane1sulfate], XXVII. [1ßcarboxy, 2carboxamido, ethane sulfonic acid], XXVIII. [1ßcarboxy, 2carboxamido, ethane sulfate], XXIX. [Dasparagine, 3asulfonic acid], XXX. [0asparagine, 3asu ! fate], XXXI. [Dasparagine, 3ßsulfonic acid], XXXII. [Dasparagine, 3ßsulfate], XXXIII. [Lglutamic acid, Nsulfonic acid], XXXIV. [2α, 4dicarboxy, butaneIsulfonic acid], XXXV. [2a, 4dicarboxy, butane1sulfate], XXXVI. [1α, 3dicarboxy, propane sulfonic acid], XXXVII. [1α, 3dicarboxy, propane sulfate], XXXVIII. [1 p, 3dicarboxy, propane sulfate], XXXIX. [I ß, 3dicarboxy, propane sulfonic acid],.
42. A composition as claimed in claim 29, wherein said compound is nontoxic salts selected from the group consisting of : 1. [Dglutamic acid, Nsulfonic acid], II. [2ß, 4dicarboxy, butane1sulfonic acid], 111. [2p, 4dicarboxy, butane1sulfate], IV. [Dglutamic acid, 3asulfonic acid], V. [Dglutamic acid, 3asulfate], VI. [Dglutamic acid, 3 (3sulfonic acid], VII. [Dglutamic acid, 3ßsulfate], VII. [Dglutamic acid, 4asulfonic acid], IX. [Dglutamic acid, 4asulfate], X. [Dgtutamic acid, 4 (3sutfonic acid], XI. [Dglutamic acid, 3 (3sulfate], XII. [Lglutamine, Nsulfonic acid], XIII. [2αcarboxy, 4carboxamido, butane1sulfonic acid], XIV. [2acarboxy, 4carboxamido, butane1sutfate], XV. [I αcarboxy, 3carboxamido, propane1sulfonic acid], XVI. [1αcarboxy, 3carboxamido, propaneIsulfate], XVII. [1ßcarboxy, 3carboxamido, propane1sulfate], XVIII. [1ßcarboxy, 3carboxamido, propane1sulfonic acid], XIX. [Dglutamine, Nsulfonic acid], XX. [2pcarboxy, 4carboxamido, butane1sulfonic acid], <BR> <BR> <BR> <BR> XXI. [2pcarboxy, 4carboxamido, butane1sulfate],<BR> <BR> <BR> <BR> <BR> <BR> <BR> <BR> XXII. [Dglutamine, 3αsulfonic acid],<BR> <BR> <BR> <BR> <BR> <BR> <BR> XXIII. [Dglutamine, 3αsulfate], XXIV. [Dglutamine, 3ßsulfonic acid], XXV. [Dglutamine, 3ßsulfate], XXVI. [Dglutamine, 4asulfonic acid], XXVII. [Dgiutamine, 4asuliate], XXVIII. [Dglutamine, 4ßsulfonic acid], XXIX. [Dglutamine, 4psulfate], XXX. [Lhomoglutamic acid, Nsulfonic acid], XXXI. [Pentane2α, 5dicarboxy1sulfonic acid], XXXII. [Pentane2a, 5dicarboxy1sulfate], XXXIII. [Butane1α, 4dicarboxy1sulfonic acid], XXXIV. [Butane1α, 4dicarboxy1sulfate], XXXV. [Dhomoglutamic acid, Nsulfonic acid], XXXVI. [Pentane2ß, 5dicarboxy1sulfonic acid], XXXVII. [Pentane2ß, 5dicarboxy1sulfate], XXVIII. [Butane1ß, 4dicarboxy1sulfonic acid], XXXIX. [Butane1ß, 4dicarboxy1sulfate], 18. A composition as claimed in claim 29, wherein said compound is nontoxic salts selected from the group consisting of : [. [Dhomoglutamic acid, 3asulfonic acid], II. [Dhomoglutamicacid, 3asulfate], III. [Dhomoglutamic acid, 3ßsulfonic acid], IV. [Dhomoglutamic acid, 3ßsulfate], V. [Dhomoglutamic acid, 4αsulfonic acid], Vf. [Dhomogiutamic acid, 4asulfate], VII. [Dhomoglutamic acid, 4ßsulfonic acid], VIII. [Dhomoglutamic acid, 4ßsulfate], IX. [Dhomoglutamic acid, 5αsulfate], X. [Dhomoglutamic acid, SaSUlfate), XI. [Dhomogiutamic acid, 5ßsulfonic acid], XII. [Dhomoglutamic acid, 5 (3sulfate], XIII. [Lhomoglutamine, Nsulfonic acd], XIV. [Pentane2αcarboxy, 5carboxamido1sulfonic acid], XV. [Pentane2acarboxy, 5carboxamidolsulfate], XVI. [Butanelacarboxy, 4carboxamidolsulfonic acid], XVII. [Butane1αcarboxy, 4carboxamdo1sulfate], XVIII. [Dhomoglutamine, Nsulfonic acid], XIX. [Pentane2ßcarboxy, 5carboxamido1sulfonic acid], XX. [Butane1ßcarboxy, 4carboxamido1sulfonic acid], XXI. [ButaneI (3carboxy, 4carboxamidolsulfate], XXII. [Dhomoglutamine, 3αsulfonic acid], XXIII. [Dhomoglutamine, 3asulfate], XXIV. [Dhomoglutamine, 3psulfonic acid], XXV. [Dhomoglutamine, 3tsulfate], XXVI. [Dhomoglutamine, 4asulfonic acid], XXVII. [Dhomoglutamine, 4αsulfate], XXVIII. [Dhomoglutamine, 4ßsulfonic acid], XXIX. [Dhomoglutamine, 4(3sulfate], XXX. [Dhomoglutamine, 5asulfonic acid], XXXI. [Dhomoglutamine, 5αsulfate], XXXII. [Dhomogtutamine, 5psutibnic acid] and XXXIII. [Dhomoglutamine, 53sulfate].
43. A composition as claimed in claim 29, wherein said compound is selected from the group consisting of aspartic acid, asparagine and corresponding deamino analogs : 1. [LAspartic acid, NSulfonic acid], <BR> <BR> <BR> <BR> II, [2α,3dicarboxy, propane1sulfonic acid],<BR> <BR> <BR> <BR> <BR> III. [2α,3dicarboxy, propane1sulfate], IV. [1α,2carboxy ethane sulfonic acid], V. [I a. 2carboy ethane sulfate], VI. [Daspartic acid, Nsulfonic acid], VII. [2ß,3carboxy,propane1sulfonic acid], VIII. [2ß,3carboxy,propane1sulfate], IX. [1ß,2carboxy ethane1sulfonic acid], X. [1ß,2carboxy ethane1sulfate], <BR> <BR> <BR> <BR> XI. [Daspartic acid, 3αsulfonic acid],<BR> <BR> <BR> <BR> <BR> <BR> XII. [Daspartic acid, 3αsulfate], XIII. [Daspartic acid, 3ßsulfonic acid], XIV. [Daspartic acid, 3isulfate], XV. [Lasparagine, Nsulfonic acid], XVI. [2acarboxy, 3carboxamido, propane1sulfonic acid], XVII. [2αcarboxy, 3carboxamido, propane1sulfate], XVIII. [1αcarboxy, 2carboxamido, ethane sulfonic acid], XIX. [1 acarboxy, 2carboxamido, ethane sulfate], XX. [Lasparagine, 3asulfonic acid], XXI. [Lasparagine, 3asulfate], XXII. [Lasparagine, 3ßsulfonic acid], XXIII. [Lasparagine, 3ßsulfate, XXIV. [Dasparagine, Nsulfonic acid], XXV. [2ßcarboxy, 3carboxamido, propane1sulfonic acid], XXVI. [2pcarboxy, 3carboxamido, propane1sulfate], XXVII. [1 pcarboxy, 2carboxamido, ethane sulfonic acid], XXVIII. [1ßcarboxy, 2carboxamido, ethane sulfate], XXIX. [Dasparagine, 3asulfonic acid], XXX. [Dasparagine, 3αsulfate], XXXI. [Dasparagine, 3ßsulfonic acid], XXXII. [Dasparagine, 3psulfate], 47. A composition as claimed in claim 29, wherein said compound is selected from the group consisting ofglutamic acid, glutamine and corresponding deamino analogs: 1. [Lgfutamic acid, Nsulfonic acid], II. [2α,4dicarboxy, butane1sulfonic acid], Ill. [2α, 4dicarboxy, butane1sulfate], IV. [I u, 3dicarboxy, propane sulfonic acid], V. [I a, 3dicarboxy, propane sulfate], VI. [I ß, 3dicarboxy, propane sulfate], VII. [I D 3dicarboxy, propane sulfonic acid], VIII. [Dglutamic acid, Nsulfonic acid], IX. [2ß, 4dicarboxy, butane1sulfonic acid], X. [2ß, 4dicarboxy, butane1sulfate], XI. [Dglutamic acid, 3αsulfonic acid], XII. [Dglutamic acid, 3asulfate], XIII. [Dglutamic acid, 3ßsulfonic acid], XIV. [Dglutamic acid, 3ßsulfate], XV. [Dglutamic acid, 4asulfonic acid], XVI. [Dglutamic acid, 4asulfate], XVII. [Dglutamic acid, 4ßsulfonic acid], XVIII. [Dglutamic acid, 3ßsulfate], XIX. [Lglutamine, Nsulfonic acid], XX. [2αcarboxy, 4carboxamido, butane1sulfonic acid], XXI. [2acarboxy, 4carboxamido, butane1sulfate], XXII. [I acarboxy, 3carboxamido, propane1sulfonic acid], XXIII. [I acarboxy, 3carboxamido, propane1sulfate], XXIV. [l ßcarboxy, 3carboxamido, propane1sulfate], XXV. [1ßcarboxy, 3carboxamido, propane1sulfonic acid], XXVI. [Dglutamine, Nsulfonic acid], XXVII. [2pcarboxy, 4carboxamido, butane1sulfonic acid], XXVIII. [2ßcarboxy, 4carboxamido, butane1sulfate], XXIX. [Dglutamine, 3αsulfonic acid], XXX. [Dglutamine, 3asulfate], XXXI. [Dglutamine, 3ßsulfonic acid], XXXII. [Dglutamine, 3ßsulfate], XXXIII. [Dglutamine, 4αsulfonic acid], XXXIV. [Dgiutamine, 4asulfate], XXXV. [Dglutamine, 4ßsulfonic acid], XXXVI. [Dglutamine, 4ßsulfate], XXXVII. [Lhomoglutamic acid, Nsulfonic acid], XXXVIII. [Pcntane2a, 5dicarboxy1sulfonic acid], XXXIX. [Pentane2α, 5dicarboxy1sulfate], XL. [Butanela, 4dicarboxy1sulfonic acid], XLI. [Butane1α, 4dicarboxy1sulfate], 48. A composition as claimed in claim 29, wherein said compound is selected from the group consisting of homogiutamic acid, homoglutamine and corresponding de amino analogs: 1. [Dhomogtutamic acid, Nsulfonic acid], II. [Pentane2ß, 5dicarboxy1sulfonic acid], III. [Pentane2ß, 5dicarboxy1sulfate], IV. [Butane1ß, 4dicarboxy1sulfonic acid], V. [Butane1ß, 4dicarboxy1sulfate], VI. [Dhomoglutamic acid, 3asulfonic acid], VII. [Dhomoglutamic acid, 3asulfate], VIII. [Dhomoglutamic acid, 3ßsulfonic acid], IX. [Dhomoglutamic acid, 3psulfate], X. [Dhomoglutamic acid, 4asulfonic acid], XI. [Dhomoglutamic acid, 4asulfate], XII. [Dhomoglutamic acid, 4ßsulfonic acid], XIII. [Dhomoglutamic acid, 4psulfate], XIV. [Dhomoglutamic acid, Sasulfate], XV. [Dhomoglutamic acid, 5αsulfate], XVI. [Dhomoglutamic acid, 5 (3sulfonic acid], XVII. [Dhomoglutamic acid, 5psulfate], XVIII. [Lhomoglutamine, Nsulfonic acid], X (X. [Pentane2acarboxy, 5carboxamido1sulfonic acid], XX. [Pentane2αcarboxy, 5carboxamido1sulfate], XXI. [Butane1αcarboxy, 4carboxamido1sulfonic acid], XXII. [Butane1αcarboxy, 4carboxamido1sulfate], XXIII. [Dhomoglutamine, Nsulfonic acid], XXIV. [Pentane2ßcarboxy, 5carboxamido1sulfonic acid], XXV. [Butane1 ßcarboxy, 4carboxamido1sulfonic acid], XXVI. [Butane1 ßcarboxy, 4carboxamido1sulfate], XXVII. [Dhomoglutamine, 3αsulfonic acid], XXVIII. [Dhomoglutamine, 3asulfate], XXIX. [Dhomogtutamine, 3psultbnic acid], XXX. [Dhomogfutamine, 3psulfate], XXXI. [Dhomoglutamine, 4αsulfonic acid], XXXII. [Dhomoglutamine, 4αsulfate], XXXIII. [Dhomoglutamine, 4ßsulfonic acid], XXXIV. [Dhomoglutamine, 4ßsulfate], XXXV. [Dhomoglutamine, 5αsulfonic acid], XXXVI. [Dhomoglutamine, 5αsulfate], XXXVII. [Dhomoglutamine, 5ßsulfonic acid] and XXX VUL [Dhomoglutamine, 5psulfate]. AMENDED CLAIMS [received by the International Bureau on 19 February 2005 (19.02. 05); original claim 1 amended; remaining claims unchanged (1 page)] 1. A compound of general formula ZOC (C RnlRn2)COZ wherein Z = OH or NH2 and nl = n2 =1 to 8 useful for differentiation of dendritic cells.
44. 2 A compound as claimed in claim 1 having a structure as shown below and bearing general formula ZOCCR3R4CRlR2COOH wherein: Z=OH or NH2, Rl, to R4 denotes H, NH2, SOCH, or OS03H, CH2S03H, CH2 OSOsH, NHSO3H Structure 1.
45. A compound as claimed in claim 1 having a structure as shown below and bearing general formula ZOC CR5R6CR3R4CR1R2COOH wherein: Z=OH or NH2, Rl to R6 denotes H, NH2, SO3H, or OSO3H, CH2SO3H, CH2OS03H, NHSO3H Structure 2.
46. A compound as claimed in claim 1 having a structure as shown below and bearing general formula ZOCCR7RF8CR5R6CR34CR1R2COOH wherein: Z=OH or NH2, Rl to R8 denotes H, NH2, S03H, or OS03H, CH2 SO3H, CH2OSO3H, NHS03H STATEMENT UNDER ARTICLE 19 (1) After reviewing the citations of International Search report, the Applicants have amended the claims and amended claims are attached herewith. Comments on the citations are as below : 1. D1 XP002286266: The document discloses compounds which act as inhibitors of aspartate transcarbomylase. None of the compounds are disclosed in this citation which can be used for the differentiation of dendritic cells. The present invention discloses sulfated/sulfonated analogues of aspartic acid, asparagines, glutamine, glutamic acid, homoglutamic acid and homoglutamine in combination with divalent metal ions (Ca, Mg, Zn).
47. 2 D2 XP002286268, D3 XP 002286269, D4 XP 002286270, D6 XP 002286267, D9 XP 009032996 and D10XP 002288048 : None of the citations disclose compounds useful in differentiation of dendritic cells. They merely disclosed the compounds having antioxidant activity or capable of acting as surfactants. The citations also disclosed neuropeptides and sulfono or sulfate derivatives of succinic acid. In view of the above, the Applicants request to the learned Examiner to allow the claimed. Finally, the applicant believes that the amendments made to the claims are falling within the scope of claims and no additional matter is added.



 
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