Title:
SIXTEEN-MEMBERED MACROLIDE COMPOUNDS
Document Type and Number:
WIPO Patent Application WO2002032916
Kind Code:
A3
Abstract:
The present invention provides novel sixteen-membered macrolide compounds that are useful as anti-infective agents or as intermediates thereto. The present invention also provides methods for the preparation of these compounds, and methods and formulations for their use. In one aspect of the present invention, sixteen-membered macrolide possessing a side chain Z are provided where Z is aliphatic, aryl, alkylaryl, halide, =NOR<3>, =NNHR<3>, or -W-R<3> where W is O, S, NC(=O)R<4>, NC(=O)OR<4>, NC(=O)NHR<4> or NR<4> where R<3> and R<4> are each independently hydrogen, aliphatic, aryl or alkylaryl. In another aspect of the present invention, bicyclic compounds are provided where one of the cyclic-components is a sixteen-membered macrolide and the other is a cyclic moiety whose cyclic structure is formed by between 3 and 10 atoms. In another aspect of the present invention, sixteen-membered macrolide compounds that bind to the domain II region of the 23S RNA are provided.
Inventors:
KATZ LEONARD (US)
ASHLEY GARY (US)
BURLINGAME MARK A (US)
DONG STEVEN D (US)
FU HONG (US)
LI YONG (US)
MYLES DAVID C (US)
ASHLEY GARY (US)
BURLINGAME MARK A (US)
DONG STEVEN D (US)
FU HONG (US)
LI YONG (US)
MYLES DAVID C (US)
Application Number:
PCT/US2001/030725
Publication Date:
January 16, 2003
Filing Date:
September 24, 2001
Export Citation:
Assignee:
KOSAN BIOSCIENCES INC (US)
KATZ LEONARD (US)
ASHLEY GARY (US)
BURLINGAME MARK A (US)
DONG STEVEN D (US)
FU HONG (US)
LI YONG (US)
MYLES DAVID C (US)
KATZ LEONARD (US)
ASHLEY GARY (US)
BURLINGAME MARK A (US)
DONG STEVEN D (US)
FU HONG (US)
LI YONG (US)
MYLES DAVID C (US)
International Classes:
A61P31/00; C07D313/00; C07H17/08; (IPC1-7): C07H17/08; A61K31/70; A61P31/00; C07D313/00; C07C327/30
Domestic Patent References:
| WO2000037473A1 | 2000-06-29 | |||
| WO1998025929A1 | 1998-06-18 | |||
| WO1999043653A1 | 1999-09-02 | |||
| WO2000031247A2 | 2000-06-02 | |||
| WO1994002496A1 | 1994-02-03 | |||
| WO1996009312A1 | 1996-03-28 | |||
| WO1999016779A1 | 1999-04-08 |
Foreign References:
| EP0376114A2 | 1990-07-04 | |||
| US4438109A | 1984-03-20 | |||
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| EP0145023A2 | 1985-06-19 | |||
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| US4820694A | 1989-04-11 | |||
| US5677287A | 1997-10-14 | |||
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| DE19801056A1 | 1999-07-15 |
Other References:
TANAKA A. ET AL.: "SYNTHESES OF 9-SUBSTITUTED JOSAMYCIN, 13-SUBSTITUTED ISOJOSAMYCIN AND THEIR TETRAHYDRO DERIVATIVES", JOURNAL OF ANTIBIOTICS, vol. 34, no. 9, 1981, pages 1137 - 1151, XP002194077
ZHU ET AL.: "TOTAL SYNTHESIS OF EPOTHILONE a", ORGANIC LETTERS, vol. 2, no. 17, 2000, pages 2575 - 2578, XP002194078
NICOLAOU K C ET AL: "Chemical Biology of Epothilones", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, VERLAG CHEMIE. WEINHEIM, DE, vol. 37, no. 15, August 1998 (1998-08-01), pages 2014 - 2045, XP002131418, ISSN: 0570-0833
OR, Y.S. ET AL.: "DESIGN, SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 6-O-SUBSTITUTED KETOLIDES ACTIVE AGAINST RESISTANT RESPIRATORY TRACT PATHOGENS", J. MED. CHEM., vol. 43, March 2000 (2000-03-01), pages 1045 - 1049, XP002194138
ZHU ET AL.: "TOTAL SYNTHESIS OF EPOTHILONE a", ORGANIC LETTERS, vol. 2, no. 17, 2000, pages 2575 - 2578, XP002194078
NICOLAOU K C ET AL: "Chemical Biology of Epothilones", ANGEWANDTE CHEMIE. INTERNATIONAL EDITION, VERLAG CHEMIE. WEINHEIM, DE, vol. 37, no. 15, August 1998 (1998-08-01), pages 2014 - 2045, XP002131418, ISSN: 0570-0833
OR, Y.S. ET AL.: "DESIGN, SYNTHESIS AND ANTIMICROBIAL ACTIVITY OF 6-O-SUBSTITUTED KETOLIDES ACTIVE AGAINST RESISTANT RESPIRATORY TRACT PATHOGENS", J. MED. CHEM., vol. 43, March 2000 (2000-03-01), pages 1045 - 1049, XP002194138
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