Title:
PLATINUM CARBOXYLATE ANTICANCER COMPOUNDS
Document Type and Number:
WIPO Patent Application WO2005090372
Kind Code:
A3
Abstract:
Platinum carboxylate anticancer compounds, pharmaceutical compositions that include the platinum carboxylate compounds, and methods for treating cellular proliferative diseases by administering the platinum carboxylate compounds.
Inventors:
LAL MANJARI (US)
Application Number:
PCT/US2005/008571
Publication Date:
March 30, 2006
Filing Date:
March 14, 2005
Export Citation:
Assignee:
SONUS PHARMA INC (US)
LAL MANJARI (US)
LAL MANJARI (US)
International Classes:
A61P35/00; A61K31/28; A61K31/282; A61K31/555; A61K33/24; A61K45/06; C07F15/00
Domestic Patent References:
| WO1996016068A1 | 1996-05-30 | |||
| WO2000063219A1 | 2000-10-26 |
Foreign References:
| US4177263A | 1979-12-04 | |||
| GB2019397A | 1979-10-31 | |||
| GB2137198A | 1984-10-03 | |||
| US4704464A | 1987-11-03 | |||
| BE898614A | 1984-05-02 |
Other References:
KORTES R A ET AL: "Crystal and Molecular Structure of a Potential DNA Groove-Spanning Chelate: [MV][Pt2(hdta)Cl2].cntdot.4H2O (MV2+ = 1,1'-Dimethyl-4,4'- bipyridinium, hdta4- = 1,6-Hexanediamine-N,N,N',N'-tetraacetate)", INORGANIC CHEMISTRY, vol. 38, no. 22, 1 November 1999 (1999-11-01), pages 5045 - 5052, XP002350204, ISSN: 0020-1669
LIN F-T ET AL: "Substitution of inosine for chloride in [Pt2(hdta)Cl2]2- (hdta4- = 1,6-hexanediamine-N,N,N',N'-tetraacetate)", INORGANICA CHIMICA ACTA, vol. 271, no. 1,2, 15 April 1998 (1998-04-15), pages 124-128, XP002350205, ISSN: 0020-1693
MANZOTTI C ET AL: "BBR 3464: a novel triplatinum complex, exhibiting a preclinical profile of antitumor efficacy different from cisplatin.", CLINICAL CANCER RESEARCH, vol. 6, no. 7, July 2000 (2000-07-01), pages 2626 - 2634, XP009055101, ISSN: 1078-0432
FUERTES M A ET AL: "Novel concepts in the development of platinum antitumor drugs.", CURRENT MEDICINAL CHEMISTRY. ANTI-CANCER AGENTS, vol. 2, no. 4, July 2002 (2002-07-01), pages 539 - 551, XP009055093, ISSN: 1568-0118
DATABASE WPI Section Ch Week 200405, Derwent World Patents Index; Class B05, AN 2004-044348, XP002350218
OFFIONG O E ET AL: "Synthesis, spectral and cytotoxicity studies of palladium(II) and platinum(II) amino acid Schiff base complexes", TRANSITION METAL CHEMISTRY, vol. 25, no. 4, 2000, pages 369 - 373, XP002350208, ISSN: 0340-4285
APPLETON T G ET AL: "Amino acid complexes of platinum(IV). VI. Ethylenediamine tetraacetate (EDTA) complexes", INORGANICA CHIMICA ACTA, vol. 61, no. 1, 1982, pages 51 - 56, XP002350209, ISSN: 0020-1693
HAN I ET AL: "Enhanced antitumor activity of trans(+/-)-1,2-diaminocyclo- hexaneglutamatoplatinum(II) formulated with stealth liposome", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 11, no. 24, 1 December 2003 (2003-12-01), pages 5443 - 5447, XP002350210, ISSN: 0968-0896
CHARALABOPOULOS K ET AL: "Antitumor and toxic effects on Wistar rats of two new platinum complexes", EUROPEAN JOURNAL OF CLINICAL INVESTIGATION, vol. 32, no. 2, February 2002 (2002-02-01), pages 129 - 133, XP002350211, ISSN: 0014-2972
JOLLEY J N ET AL: "Synthesis and antitumour activity of platinum(II) and platinum(IV) complexes containing ethylenediamine-derived ligands having alcohol, carboxylic acid and acetate substituents. Crystal and molecular structure of [PtL4Cl2].H2O where L4 is ethylenediamine-N,N'-diacetate", JOURNAL OF INORGANIC BIOCHEMISTRY, vol. 83, no. 2-3, 15 January 2001 (2001-01-15), pages 91 - 100, XP002350212, ISSN: 0162-0134
GALANSKI M ET AL: "The mode of action of antitumor platinum compounds linked to amino phosphonic acids with particular activity against bone malignancies and the influence of calcium ions onto the DNA binding behavior", CONTRIBUTIONS TO ONCOLOGY , 54(RELEVANCE OF TUMOR MODELS FOR ANTICANCER DRUG DEVELOPMENT), 1999, pages 435 - 438, XP009055154, ISSN: 0250-3220
CRIADO J J ET AL: "Synthesis and characterization of sodium cis-dichlorochenodeoxycholylglyci nato(O,N) platinum(II) - cytostatic activity", BIOMETALS, vol. 12, no. 3, September 1999 (1999-09-01), pages 281 - 288, XP002350213, ISSN: 0966-0844
HERRERA M C ET AL: "Comparison of the effects of bischolylglycinatechloro-platinum (II) versus cisplatin on liver regeneration after partial hepatectomy", ANTICANCER RESEARCH, vol. 18, no. 5A, September 1998 (1998-09-01), pages 3555 - 3563, XP009055138, ISSN: 0250-7005
SANDMAN K E ET AL: "A mechanism-based, solution-phase method for screening combinatorial mixtures of potential platinum anticancer drugs", JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, vol. 3, no. 1, 1998, pages 74 - 80, XP002350214, ISSN: 0949-8257
LAUTERSZTAIN J ET AL: "Antitumor activity of liposomal cis-bis-N-decyliminodiacetato-1,2- diaminocyclohexaneplatinum(II) against L1210 leukemia and metastases of M5076 murine reticulosarcoma", JOURNAL OF LIPOSOME RESEARCH, vol. 1, no. 1, 1988, pages 1 - 13, XP009055191, ISSN: 0898-2104
FAN D ET AL: "Antitumor activity against human tumor samples of cis-diamminedichloroplatinum(II) and analogs at equivalent in vitro myelotoxic concentrations", CANCER RESEARCH, vol. 48, no. 11, 1988, pages 3135 - 3139, XP009055137, ISSN: 0008-5472
BRUNNER H ET AL: "Porphyrin platinum conjugates - new aims", INORGANICA CHIMICA ACTA, vol. 357, no. 6, 20 April 2004 (2004-04-20), pages 1649 - 1669, XP009059695, ISSN: 0020-1693
CRACIUNESCU D ET AL: "Relation between structure and antineoplastic activity of new cis-PtII(L)2(X) and PtIIV-(L)2(OH)2(X) complexes, where L-cyclohexylamine and X<2-> is the dianion of an organic acid", ANALES DE LA REAL ACADEMIA DE FARMACIA, vol. 50, no. 3, 1984, pages 389 - 403, XP009059687, ISSN: 0034-0618
ROCHON F D ET AL: "Antitumor evaluation of some new platinum compounds", JOURNAL OF CLINICAL HEMATOLOGY AND ONCOLOGY, vol. 12, no. 2, 1982, pages 39 - 43, XP009059691, ISSN: 0162-9360
LIN F-T ET AL: "Substitution of inosine for chloride in [Pt2(hdta)Cl2]2- (hdta4- = 1,6-hexanediamine-N,N,N',N'-tetraacetate)", INORGANICA CHIMICA ACTA, vol. 271, no. 1,2, 15 April 1998 (1998-04-15), pages 124-128, XP002350205, ISSN: 0020-1693
MANZOTTI C ET AL: "BBR 3464: a novel triplatinum complex, exhibiting a preclinical profile of antitumor efficacy different from cisplatin.", CLINICAL CANCER RESEARCH, vol. 6, no. 7, July 2000 (2000-07-01), pages 2626 - 2634, XP009055101, ISSN: 1078-0432
FUERTES M A ET AL: "Novel concepts in the development of platinum antitumor drugs.", CURRENT MEDICINAL CHEMISTRY. ANTI-CANCER AGENTS, vol. 2, no. 4, July 2002 (2002-07-01), pages 539 - 551, XP009055093, ISSN: 1568-0118
DATABASE WPI Section Ch Week 200405, Derwent World Patents Index; Class B05, AN 2004-044348, XP002350218
OFFIONG O E ET AL: "Synthesis, spectral and cytotoxicity studies of palladium(II) and platinum(II) amino acid Schiff base complexes", TRANSITION METAL CHEMISTRY, vol. 25, no. 4, 2000, pages 369 - 373, XP002350208, ISSN: 0340-4285
APPLETON T G ET AL: "Amino acid complexes of platinum(IV). VI. Ethylenediamine tetraacetate (EDTA) complexes", INORGANICA CHIMICA ACTA, vol. 61, no. 1, 1982, pages 51 - 56, XP002350209, ISSN: 0020-1693
HAN I ET AL: "Enhanced antitumor activity of trans(+/-)-1,2-diaminocyclo- hexaneglutamatoplatinum(II) formulated with stealth liposome", BIOORGANIC & MEDICINAL CHEMISTRY, vol. 11, no. 24, 1 December 2003 (2003-12-01), pages 5443 - 5447, XP002350210, ISSN: 0968-0896
CHARALABOPOULOS K ET AL: "Antitumor and toxic effects on Wistar rats of two new platinum complexes", EUROPEAN JOURNAL OF CLINICAL INVESTIGATION, vol. 32, no. 2, February 2002 (2002-02-01), pages 129 - 133, XP002350211, ISSN: 0014-2972
JOLLEY J N ET AL: "Synthesis and antitumour activity of platinum(II) and platinum(IV) complexes containing ethylenediamine-derived ligands having alcohol, carboxylic acid and acetate substituents. Crystal and molecular structure of [PtL4Cl2].H2O where L4 is ethylenediamine-N,N'-diacetate", JOURNAL OF INORGANIC BIOCHEMISTRY, vol. 83, no. 2-3, 15 January 2001 (2001-01-15), pages 91 - 100, XP002350212, ISSN: 0162-0134
GALANSKI M ET AL: "The mode of action of antitumor platinum compounds linked to amino phosphonic acids with particular activity against bone malignancies and the influence of calcium ions onto the DNA binding behavior", CONTRIBUTIONS TO ONCOLOGY , 54(RELEVANCE OF TUMOR MODELS FOR ANTICANCER DRUG DEVELOPMENT), 1999, pages 435 - 438, XP009055154, ISSN: 0250-3220
CRIADO J J ET AL: "Synthesis and characterization of sodium cis-dichlorochenodeoxycholylglyci nato(O,N) platinum(II) - cytostatic activity", BIOMETALS, vol. 12, no. 3, September 1999 (1999-09-01), pages 281 - 288, XP002350213, ISSN: 0966-0844
HERRERA M C ET AL: "Comparison of the effects of bischolylglycinatechloro-platinum (II) versus cisplatin on liver regeneration after partial hepatectomy", ANTICANCER RESEARCH, vol. 18, no. 5A, September 1998 (1998-09-01), pages 3555 - 3563, XP009055138, ISSN: 0250-7005
SANDMAN K E ET AL: "A mechanism-based, solution-phase method for screening combinatorial mixtures of potential platinum anticancer drugs", JOURNAL OF BIOLOGICAL INORGANIC CHEMISTRY, vol. 3, no. 1, 1998, pages 74 - 80, XP002350214, ISSN: 0949-8257
LAUTERSZTAIN J ET AL: "Antitumor activity of liposomal cis-bis-N-decyliminodiacetato-1,2- diaminocyclohexaneplatinum(II) against L1210 leukemia and metastases of M5076 murine reticulosarcoma", JOURNAL OF LIPOSOME RESEARCH, vol. 1, no. 1, 1988, pages 1 - 13, XP009055191, ISSN: 0898-2104
FAN D ET AL: "Antitumor activity against human tumor samples of cis-diamminedichloroplatinum(II) and analogs at equivalent in vitro myelotoxic concentrations", CANCER RESEARCH, vol. 48, no. 11, 1988, pages 3135 - 3139, XP009055137, ISSN: 0008-5472
BRUNNER H ET AL: "Porphyrin platinum conjugates - new aims", INORGANICA CHIMICA ACTA, vol. 357, no. 6, 20 April 2004 (2004-04-20), pages 1649 - 1669, XP009059695, ISSN: 0020-1693
CRACIUNESCU D ET AL: "Relation between structure and antineoplastic activity of new cis-PtII(L)2(X) and PtIIV-(L)2(OH)2(X) complexes, where L-cyclohexylamine and X<2-> is the dianion of an organic acid", ANALES DE LA REAL ACADEMIA DE FARMACIA, vol. 50, no. 3, 1984, pages 389 - 403, XP009059687, ISSN: 0034-0618
ROCHON F D ET AL: "Antitumor evaluation of some new platinum compounds", JOURNAL OF CLINICAL HEMATOLOGY AND ONCOLOGY, vol. 12, no. 2, 1982, pages 39 - 43, XP009059691, ISSN: 0162-9360
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