Title:
POLYAMINE ANALOGUES AS CYTOTOXIC AGENTS
Document Type and Number:
WIPO Patent Application WO2001072685
Kind Code:
A3
Abstract:
Novel cytotoxic polyamine analogues are disclosed. These analogues are useful pharmaceutical agents for treating diseases where it is desired to inhibit cell growth and/or proliferation, for example cancer and post-angioplasty injury.
Inventors:
BURNS MARK R (US)
Application Number:
PCT/US2001/040360
Publication Date:
July 18, 2002
Filing Date:
March 23, 2001
Export Citation:
Assignee:
ORIDIGM CORP (US)
BURNS MARK R (US)
BURNS MARK R (US)
International Classes:
A61K31/136; A61K31/137; A61K31/16; A61K31/18; A61K31/27; A61K31/275; A61K31/343; A61K31/36; A61K31/381; A61K31/405; A61K31/4164; A61K31/427; C07D233/84; A61K31/433; A61K31/444; A61K31/4709; A61K31/506; A61K45/06; A61P35/00; A61P43/00; C07C211/13; C07C211/14; C07C211/27; C07C211/29; C07C211/30; C07C211/31; C07C211/49; C07C211/50; C07C211/54; C07C217/08; C07C217/14; C07C217/40; C07C217/58; C07C223/02; C07C233/10; C07C233/11; C07C233/37; C07C233/40; C07C233/62; C07C237/10; C07C237/12; C07C237/34; C07C245/24; C07C247/16; C07C255/58; C07C279/12; C07C291/02; C07C311/19; C07C311/39; C07C317/44; C07D207/16; C07D209/14; C07D209/18; C07D213/36; C07D213/38; C07D213/73; C07D215/12; C07D215/42; C07D233/42; C07D277/28; C07D285/10; C07D285/14; C07D307/91; C07D317/58; C07D333/20; C07D333/34; C07D409/04; C07D409/14; (IPC1-7): C07C211/27; C07C211/31; C07C211/30; C07C211/54; C07D213/36; C07D215/12; C07D277/28; C07D333/20; A61K31/135; A61K31/33; C07C217/40; C07C223/02
Domestic Patent References:
| WO1996040096A1 | 1996-12-19 | |||
| WO1999003823A2 | 1999-01-28 | |||
| WO1993004373A1 | 1993-03-04 | |||
| WO1994019311A1 | 1994-09-01 |
Foreign References:
| US5962533A | 1999-10-05 | |||
| EP0162413A2 | 1985-11-27 | |||
| EP0399519A2 | 1990-11-28 | |||
| US4851447A | 1989-07-25 | |||
| US5886185A | 1999-03-23 | |||
| FR2016302A1 | 1970-05-08 |
Other References:
LI Y ET AL: "Comparative molecular field analysis-based predictive model of structure-function relationships of polyamine transport inhibitors in L1210 cells", CANCER RESEARCH, AMERICAN ASSOCIATION FOR CANCER RESEARCH, BALTIMORE, MD, US, vol. 57, no. 2, 15 January 1997 (1997-01-15), pages 234 - 239, XP002089912, ISSN: 0008-5472
REDDY V K ET AL: "CONFORMATIONALLY RESTRICTED ANALOGUES OF 1N,12N-BISETHYLSPERMINE: SYNTHESIS AND GROWTH INHIBITORY EFFECTS ON HUMAN TUMOR CELL LINES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 41, no. 24, 1998, pages 4723 - 4732, XP000952845, ISSN: 0022-2623
JAKUS J ET AL: "FEATURES OF THE SPERMIDINE-BINDING SITE OF DEOXYHYPUSINE SYNTHASE AS DERIVED FROM INHIBITION STUDIES. EFFECTIVE INHIBITION BY BIS- AND MONO-GUANYLATED DIAMINES AND POLYAMINES.", JOURNAL OF BIOLOGICAL CHEMISTRY, AMERICAN SOCIETY OF BIOLOGICAL CHEMISTS, BALTIMORE, MD, US, vol. 268, no. 18, 25 June 1993 (1993-06-25), pages 13151 - 13159, XP000604641, ISSN: 0021-9258
BOLKENIUS F N ET AL: "NEW SUBSTRATES OF POLYAMINE OXIDASE DEALKYLATION OF N-ALKYL-ALPHA,OMEGA-DIAMINES", BIOLOGICAL CHEMISTRY HOPPE-SEYLER, WALTER DE GRUYTER, BERLIN, DE, vol. 370, no. 6, 1 June 1989 (1989-06-01), pages 525 - 531, XP000603387, ISSN: 0177-3593
CHEMICAL ABSTRACTS, vol. 108, no. 25, 20 June 1988, Columbus, Ohio, US; abstract no. 221482j, BERGERON, RAYMOND J. ET AL.: "Synthetic polyamine analogs as antineoplastics." page 549; column 1; XP002177134
CHEMICAL ABSTRACTS, vol. 107, no. 11, 14 September 1987, Columbus, Ohio, US; abstract no. 89427t, PORTER, CARL W. ET AL.: "Relative abilities of bis(ethyl) derivatives of putrescine, spermidine, and spermine to regulate polyamine biosynthesis and inhibit L1210 leukemia cell growth." page 34; column 2; XP002177135
CHEMICAL ABSTRACTS, vol. 111, no. 5, 31 July 1989, Columbus, Ohio, US; abstract no. 33116f, LIBBY, PAUL R. ET AL.: "Structure-function correlations of polyamine analog-induced increases in spermidine / spermine acetyltransferase activity." page 14; column 1; XP002177136
CHEMICAL ABSTRACTS, vol. 107, no. 17, 26 October 1987, Columbus, Ohio, US; abstract no. 146820s, HESTON, WARREN D. W.: "Cytotoxic and noncytotoxic N-alkyl derivatives of putrescine: effect on polyamine uptake and growth of prostatic cancer cells in vitro." page 18; column 1; XP002177137
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FOEDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002185496
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FOEDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002185497
REDDY V K ET AL: "CONFORMATIONALLY RESTRICTED ANALOGUES OF 1N,12N-BISETHYLSPERMINE: SYNTHESIS AND GROWTH INHIBITORY EFFECTS ON HUMAN TUMOR CELL LINES", JOURNAL OF MEDICINAL CHEMISTRY, AMERICAN CHEMICAL SOCIETY. WASHINGTON, US, vol. 41, no. 24, 1998, pages 4723 - 4732, XP000952845, ISSN: 0022-2623
JAKUS J ET AL: "FEATURES OF THE SPERMIDINE-BINDING SITE OF DEOXYHYPUSINE SYNTHASE AS DERIVED FROM INHIBITION STUDIES. EFFECTIVE INHIBITION BY BIS- AND MONO-GUANYLATED DIAMINES AND POLYAMINES.", JOURNAL OF BIOLOGICAL CHEMISTRY, AMERICAN SOCIETY OF BIOLOGICAL CHEMISTS, BALTIMORE, MD, US, vol. 268, no. 18, 25 June 1993 (1993-06-25), pages 13151 - 13159, XP000604641, ISSN: 0021-9258
BOLKENIUS F N ET AL: "NEW SUBSTRATES OF POLYAMINE OXIDASE DEALKYLATION OF N-ALKYL-ALPHA,OMEGA-DIAMINES", BIOLOGICAL CHEMISTRY HOPPE-SEYLER, WALTER DE GRUYTER, BERLIN, DE, vol. 370, no. 6, 1 June 1989 (1989-06-01), pages 525 - 531, XP000603387, ISSN: 0177-3593
CHEMICAL ABSTRACTS, vol. 108, no. 25, 20 June 1988, Columbus, Ohio, US; abstract no. 221482j, BERGERON, RAYMOND J. ET AL.: "Synthetic polyamine analogs as antineoplastics." page 549; column 1; XP002177134
CHEMICAL ABSTRACTS, vol. 107, no. 11, 14 September 1987, Columbus, Ohio, US; abstract no. 89427t, PORTER, CARL W. ET AL.: "Relative abilities of bis(ethyl) derivatives of putrescine, spermidine, and spermine to regulate polyamine biosynthesis and inhibit L1210 leukemia cell growth." page 34; column 2; XP002177135
CHEMICAL ABSTRACTS, vol. 111, no. 5, 31 July 1989, Columbus, Ohio, US; abstract no. 33116f, LIBBY, PAUL R. ET AL.: "Structure-function correlations of polyamine analog-induced increases in spermidine / spermine acetyltransferase activity." page 14; column 1; XP002177136
CHEMICAL ABSTRACTS, vol. 107, no. 17, 26 October 1987, Columbus, Ohio, US; abstract no. 146820s, HESTON, WARREN D. W.: "Cytotoxic and noncytotoxic N-alkyl derivatives of putrescine: effect on polyamine uptake and growth of prostatic cancer cells in vitro." page 18; column 1; XP002177137
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FOEDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002185496
DATABASE CROSSFIRE BEILSTEIN BEILSTEIN INSTITUT ZUR FOEDERUNG DER CHEMISCHEN WISSENSCHAFTEN, FRANKFURT AM MAIN, DE; XP002185497
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