Title:
ISOPROPYL-D-GLUCOPYRANOSIDE DERIVATIVE, AND PREPARATION METHOD THEREFOR AND USE THEREOF
Document Type and Number:
WIPO Patent Application WO/2023/072085
Kind Code:
A1
Abstract:
The present invention relates to an isopropyl-D-glucopyranoside derivative and a synthesis method therefor. In addition, the derivative can effectively promote the regeneration of cranial nerves and retinal nerves and repair the damage of cranial nerves and retinal nerves.
Inventors:
CHEN LINYI (CN)
WANG YI (CN)
LIAO WEN-LING (CN)
LEE YU-TANG (CN)
LU TING-HSUAN (CN)
HUANG YU-WEN (CN)
LI CHIA-WEI (CN)
WANG CHEN (CN)
CHEN FANG-YI (CN)
CHIAO CHUAN-CHIN (CN)
WANG YI (CN)
LIAO WEN-LING (CN)
LEE YU-TANG (CN)
LU TING-HSUAN (CN)
HUANG YU-WEN (CN)
LI CHIA-WEI (CN)
WANG CHEN (CN)
CHEN FANG-YI (CN)
CHIAO CHUAN-CHIN (CN)
Application Number:
PCT/CN2022/127414
Publication Date:
May 04, 2023
Filing Date:
October 25, 2022
Export Citation:
Assignee:
CHEN LINYI (CN)
International Classes:
C07H15/00; A61K31/35; A61P25/00; A61P25/28; C07H1/00
Foreign References:
| CN106167508A | 2016-11-30 |
Other References:
DATABASE REGISTRY 24 July 2007 (2007-07-24), ANONYMOUS : "β-D-Glucopyranoside, (1 R,2E)-3-[(1R,4S,6R)-4- hydroxy-2,2,6- trimethylcyclohexyl] -1-methyl-2-propen1-yl (CA INDEX NAM E)", XP093060423, retrieved from STN Database accession no. 943234-63-7
DATABASE REGISTRY 28 May 1999 (1999-05-28), ANONYMOUS : "β-D-Glucopyranoside, (2 E)-3-[(4R,6S)-1,4-dihy droxy-2,2,6- trimethylcyclohexyl] -1-methyl-2-propen1-yl (CA INDEX NAME)", XP093060426, retrieved from STN Database accession no. 223586-72-9
DATABASE REGISTRY 1 November 1995 (1995-11-01), ANONYMOUS : " β-D-Glucopyranoside, 3-(4-hydroxy-2,2,6-trimethylcyclohexyl)-1-methyl- 2-propenyl (9CI) (CA INDEX NAME)", XP093060430, retrieved from STN Database accession no. 169512-17-8
DATABASE REGISTRY 8 July 1994 (1994-07-08), ANONYMOUS : "β-D-Glucopyranoside, (1 R,2E)-3-[(1S,4S,6R)-1, 4-dihydroxy-2,2,6- trimethylcyclohexyl] -1-methyl-2-propen1-yl (CA INDEX NAM E) ", XP093060432, retrieved from STN Database accession no. 156199-49-4
DATABASE REGISTRY 6 April 1994 (1994-04-06), ANONYMOUS : "β-D-Glucopyranoside, 3- (1,4-dihydroxy-2,2,6- trimethylcyclohexyl) -1- methyl-2-propen-1-y l (CA INDEX NAME)", XP093060434, retrieved from STN Database accession no. 154149-05-0
DATABASE REGISTRY 31 August 2012 (2012-08-31), ANONYMOUS : "β-D-Glucopyranoside, (2 E)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)-2-propen-1-yl (CA INDEX NAME)", XP093060435, retrieved from STN Database accession no. 1393353-90-6
DATABASE REGISTRY 31 August 2012 (2012-08-31), ANONYMOUS : "β-D-Glucopyranoside, (2 E)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)-2-propen-1-yl (CA INDEX NAME)", XP093060437, retrieved from STN Database accession no. 1300745-23-6
DATABASE REGISTRY 26 January 1996 (1996-01-26), ANONYMOUS : "β-D-Glucopyranoside, 3- (4-hydroxy-2,6,6-tri methyl-2-cyclohexe n-1-yl)- 1-methyl-2-propen1-yl (CA INDEX NAM E) ", XP093060440, retrieved from STN Database accession no. 172705-15-6
DATABASE REGISTRY 16 November 1985 (1985-11-16), ANONYMOUS : "β-D-Glucopyranoside, 1- methyl-3-(2,6,6-trim ethyl-2-cyclohexen1-yl)-2- propen-1-yl (CA IND EX NAME)", XP093060443, retrieved from STN Database accession no. 99049-90-8
DATABASE REGISTRY 8 January 1994 (1994-01-08), ANONYMOUS : "β-D-Glucopyranoside, 3- (1,4-dihydroxy-2,2,6- trimethylcyclohexyl) -1- methylpropyl, [1R-[1 α,1(R*),4α,6α]]- (9CI) (CA INDEX NAME) ", XP093060445, retrieved from STN Database accession no. 155596-09-1
DATABASE Registry 27 June 1996 (1996-06-27), ANONYMOUS : "β-D-Glucopyranoside, 1- methyl-3-(2,2,6-trim ethylcyclohexyl)pro pyl (CA INDEX NAME)", XP093061643, retrieved from STN Database accession no. 177799-46-1
DATABASE Registry 27 June 1996 (1996-06-27), ANONYMOUS : "β-D-Galactopyranoside, 1-methyl-3-(2,2,6-tri methylcyclohexyl)pr opyl (CA INDEX NAME)", XP093061647, retrieved from STN Database accession no. 177799-49-4
DATABASE Registry 7 November 1997 (1997-11-07), ANONYMOUS : "D-Glucopyranoside, 3-cy clohexylpropyl (CA I NDEX NAME) ", XP093061650, retrieved from STN Database accession no. 197016-50-5
DATABASE Registry 18 July 2001 (2001-07-18), ANONYMOUS : "β-D-Glucopyranoside, (1 R)-3-[(1S,4S,6R)-4-hy droxy-2,2,6- trimethylcyclohexyl] -1-methylpropyl (CA INDEX NAME)", XP093061651, retrieved from STN Database accession no. 346616-70-4
DATABASE Registry 8 December 2005 (2005-12-08), ANONYMOUS : "β-D-Glucopyranoside, 3- cyclohexylpropyl (C A INDEX NAME)", XP093061640, retrieved from STN Database accession no. 869541-00-4
DATABASE Registry 30 April 2007 (2007-04-30), ANONYMOUS : "β-D-Glucopyranoside, (1 S)-1-(hydroxymethy l)-3-[(1S,4S,6R)-4-hyd roxy2,2,6-trimethylcyclo hexyl]propyl (CA IN DEX NAME)", XP093061654, retrieved from STN Database accession no. 933776-87-5
DATABASE Registry 23 February 2011 (2011-02-23), ANONYMOUS : "β-D-Glucopyranoside, 3- [(1S)-1-hydroxy-2,6,6 -trimethyl-2-cyclohe xen-1- yl]-1-methylpropyl (CA INDEX NAME)", XP093061658, retrieved from STN Database accession no. 1263786-31-7
DATABASE Registry 24 July 2001 (2001-07-24), ANONYMOUS : "β-D-Glucopyranoside, (1 S)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)propyl (CA INDEX NAME)", XP093061660, retrieved from STN Database accession no. 347852-11-3
DATABASE Registry 24 July 2001 (2001-07-24), ANONYMOUS : "β-D-Glucopyranoside, (1 R)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)propyl (CA INDEX NAME)", XP093061661, retrieved from STN Database accession no. 347852-06-6
DATABASE Registry 12 June 1996 (1996-06-12), ANONYMOUS : "β-D-Glucopyranoside, 3- (1,4-dihydroxy-2,6,6- trimethyl-2-cyclohe xen-1- yl)-1-methylpropyl, [1S-[1α,1(S*),4β]]- (9 CI) (CA INDEX NAM E)", XP093061664, retrieved from STN Database accession no. 177261-75-5
MORIKAWA TOSHIO, YI ZHANG, SEIKOU NAKAMURA, HISASHI MATSUDA, OSAMU MURAOKA, MASAYUKI YOSHIKAWA: "Bioactive Constituents from Chinese Natural Medicines. XXII.1) Absolute Structures of New Megastigmane Glycosides, Sedumosides E1, E2, E3, F1, F2, and G, from Sedum sarmentosum (Crassulaceae)", CHEMICAL AND PHARMACEUTICAL BULLETIN, vol. 55, no. 3, 1 March 2007 (2007-03-01), pages 435 - 441, XP093060458
DE MARINO SIMONA, BORBONE NICOLA, ZOLLO FRANCO, IANARO ANGELA, DI MEGLIO PAOLA, IORIZZI MARIA: "Megastigmane and Phenolic Components from Laurus nobilis L. Leaves and Their Inhibitory Effects on Nitric Oxide Production", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 52, no. 25, 1 December 2004 (2004-12-01), US , pages 7525 - 7531, XP055907409, ISSN: 0021-8561, DOI: 10.1021/jf048782t
GODA YUKIHIRO ET AL.: "Constituents in Watercress: Inhibitors of Histamine Release from RBL-2H3 Cells Induced by Antigen Stimulation", BIOLOGICAL AND PHARMACEUTICAL BULLETIN, vol. 22, no. 12, 31 December 1999 (1999-12-31), XP055951204, DOI: 10.1248/bpb.22.1319
DATABASE REGISTRY 28 May 1999 (1999-05-28), ANONYMOUS : "β-D-Glucopyranoside, (2 E)-3-[(4R,6S)-1,4-dihy droxy-2,2,6- trimethylcyclohexyl] -1-methyl-2-propen1-yl (CA INDEX NAME)", XP093060426, retrieved from STN Database accession no. 223586-72-9
DATABASE REGISTRY 1 November 1995 (1995-11-01), ANONYMOUS : " β-D-Glucopyranoside, 3-(4-hydroxy-2,2,6-trimethylcyclohexyl)-1-methyl- 2-propenyl (9CI) (CA INDEX NAME)", XP093060430, retrieved from STN Database accession no. 169512-17-8
DATABASE REGISTRY 8 July 1994 (1994-07-08), ANONYMOUS : "β-D-Glucopyranoside, (1 R,2E)-3-[(1S,4S,6R)-1, 4-dihydroxy-2,2,6- trimethylcyclohexyl] -1-methyl-2-propen1-yl (CA INDEX NAM E) ", XP093060432, retrieved from STN Database accession no. 156199-49-4
DATABASE REGISTRY 6 April 1994 (1994-04-06), ANONYMOUS : "β-D-Glucopyranoside, 3- (1,4-dihydroxy-2,2,6- trimethylcyclohexyl) -1- methyl-2-propen-1-y l (CA INDEX NAME)", XP093060434, retrieved from STN Database accession no. 154149-05-0
DATABASE REGISTRY 31 August 2012 (2012-08-31), ANONYMOUS : "β-D-Glucopyranoside, (2 E)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)-2-propen-1-yl (CA INDEX NAME)", XP093060435, retrieved from STN Database accession no. 1393353-90-6
DATABASE REGISTRY 31 August 2012 (2012-08-31), ANONYMOUS : "β-D-Glucopyranoside, (2 E)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)-2-propen-1-yl (CA INDEX NAME)", XP093060437, retrieved from STN Database accession no. 1300745-23-6
DATABASE REGISTRY 26 January 1996 (1996-01-26), ANONYMOUS : "β-D-Glucopyranoside, 3- (4-hydroxy-2,6,6-tri methyl-2-cyclohexe n-1-yl)- 1-methyl-2-propen1-yl (CA INDEX NAM E) ", XP093060440, retrieved from STN Database accession no. 172705-15-6
DATABASE REGISTRY 16 November 1985 (1985-11-16), ANONYMOUS : "β-D-Glucopyranoside, 1- methyl-3-(2,6,6-trim ethyl-2-cyclohexen1-yl)-2- propen-1-yl (CA IND EX NAME)", XP093060443, retrieved from STN Database accession no. 99049-90-8
DATABASE REGISTRY 8 January 1994 (1994-01-08), ANONYMOUS : "β-D-Glucopyranoside, 3- (1,4-dihydroxy-2,2,6- trimethylcyclohexyl) -1- methylpropyl, [1R-[1 α,1(R*),4α,6α]]- (9CI) (CA INDEX NAME) ", XP093060445, retrieved from STN Database accession no. 155596-09-1
DATABASE Registry 27 June 1996 (1996-06-27), ANONYMOUS : "β-D-Glucopyranoside, 1- methyl-3-(2,2,6-trim ethylcyclohexyl)pro pyl (CA INDEX NAME)", XP093061643, retrieved from STN Database accession no. 177799-46-1
DATABASE Registry 27 June 1996 (1996-06-27), ANONYMOUS : "β-D-Galactopyranoside, 1-methyl-3-(2,2,6-tri methylcyclohexyl)pr opyl (CA INDEX NAME)", XP093061647, retrieved from STN Database accession no. 177799-49-4
DATABASE Registry 7 November 1997 (1997-11-07), ANONYMOUS : "D-Glucopyranoside, 3-cy clohexylpropyl (CA I NDEX NAME) ", XP093061650, retrieved from STN Database accession no. 197016-50-5
DATABASE Registry 18 July 2001 (2001-07-18), ANONYMOUS : "β-D-Glucopyranoside, (1 R)-3-[(1S,4S,6R)-4-hy droxy-2,2,6- trimethylcyclohexyl] -1-methylpropyl (CA INDEX NAME)", XP093061651, retrieved from STN Database accession no. 346616-70-4
DATABASE Registry 8 December 2005 (2005-12-08), ANONYMOUS : "β-D-Glucopyranoside, 3- cyclohexylpropyl (C A INDEX NAME)", XP093061640, retrieved from STN Database accession no. 869541-00-4
DATABASE Registry 30 April 2007 (2007-04-30), ANONYMOUS : "β-D-Glucopyranoside, (1 S)-1-(hydroxymethy l)-3-[(1S,4S,6R)-4-hyd roxy2,2,6-trimethylcyclo hexyl]propyl (CA IN DEX NAME)", XP093061654, retrieved from STN Database accession no. 933776-87-5
DATABASE Registry 23 February 2011 (2011-02-23), ANONYMOUS : "β-D-Glucopyranoside, 3- [(1S)-1-hydroxy-2,6,6 -trimethyl-2-cyclohe xen-1- yl]-1-methylpropyl (CA INDEX NAME)", XP093061658, retrieved from STN Database accession no. 1263786-31-7
DATABASE Registry 24 July 2001 (2001-07-24), ANONYMOUS : "β-D-Glucopyranoside, (1 S)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)propyl (CA INDEX NAME)", XP093061660, retrieved from STN Database accession no. 347852-11-3
DATABASE Registry 24 July 2001 (2001-07-24), ANONYMOUS : "β-D-Glucopyranoside, (1 R)-1-methyl-3-(2,6,6- trimethyl-2-cyclohe xen-1- yl)propyl (CA INDEX NAME)", XP093061661, retrieved from STN Database accession no. 347852-06-6
DATABASE Registry 12 June 1996 (1996-06-12), ANONYMOUS : "β-D-Glucopyranoside, 3- (1,4-dihydroxy-2,6,6- trimethyl-2-cyclohe xen-1- yl)-1-methylpropyl, [1S-[1α,1(S*),4β]]- (9 CI) (CA INDEX NAM E)", XP093061664, retrieved from STN Database accession no. 177261-75-5
MORIKAWA TOSHIO, YI ZHANG, SEIKOU NAKAMURA, HISASHI MATSUDA, OSAMU MURAOKA, MASAYUKI YOSHIKAWA: "Bioactive Constituents from Chinese Natural Medicines. XXII.1) Absolute Structures of New Megastigmane Glycosides, Sedumosides E1, E2, E3, F1, F2, and G, from Sedum sarmentosum (Crassulaceae)", CHEMICAL AND PHARMACEUTICAL BULLETIN, vol. 55, no. 3, 1 March 2007 (2007-03-01), pages 435 - 441, XP093060458
DE MARINO SIMONA, BORBONE NICOLA, ZOLLO FRANCO, IANARO ANGELA, DI MEGLIO PAOLA, IORIZZI MARIA: "Megastigmane and Phenolic Components from Laurus nobilis L. Leaves and Their Inhibitory Effects on Nitric Oxide Production", JOURNAL OF AGRICULTURAL AND FOOD CHEMISTRY, AMERICAN CHEMICAL SOCIETY, US, vol. 52, no. 25, 1 December 2004 (2004-12-01), US , pages 7525 - 7531, XP055907409, ISSN: 0021-8561, DOI: 10.1021/jf048782t
GODA YUKIHIRO ET AL.: "Constituents in Watercress: Inhibitors of Histamine Release from RBL-2H3 Cells Induced by Antigen Stimulation", BIOLOGICAL AND PHARMACEUTICAL BULLETIN, vol. 22, no. 12, 31 December 1999 (1999-12-31), XP055951204, DOI: 10.1248/bpb.22.1319
Attorney, Agent or Firm:
BEIJING YUANBEN INTELLECTUAL PROPERTY LAW OFFICE (GENERAL PARTNERSHIP) (CN)
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