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US 6,583,290 B1Granted
14-methyl epothilone derivatives
AssigneeKosam Biosciences, Inc.
InventorsBryan Julien, Leonard Katz, Chaitan Khosla, Li Tang, Rainer Ziermann
Life of this patent
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Abstract
Compounds of the invention include 14-mehtyl epothilone derivatives. More generally, preferred compounds of the invention are those that can be produced by altering the epothilone PKS genes as described herein and optionally by action of epothilone modification enzymes and/or by chemically modifying the resulting epothilones produces when those genes are expressed.
Claims2
A compound of the formula:
- including stereoisomeric forms where the stereochemistry is not shown,
- X7 represents OR or NR2 wherein R is H or alkyl, or is OCOR or OCONR2 wherein R is H or alkyl, or X7 taken together with X9 forms a carbonate or carbamate cycle, and wherein the remaining substituent on the corresponding carbon is H;
- X9 represents ═O or a derivative thereof, or H,OR or H,NR2 wherein R is H or alkyl, or is H,OCOR or H,OCONR2, wherein R is H or alkyl, or represents H,H or wherein X9 together with X7 or with X11 can form a cyclic carbonate or carbamate;
- X11 is ═O or a derivative thereof, or H,OR, or H,NR2 wherein R is H or alkyl, or is H,OCOR or H,OCONR2 wherein R is H or alkyl, or is H,H or wherein X11 in combination with X9 may form a cyclic carbonate or carbamate;
- R12 is H,H, or H, Me,
- X13 is ═O or a derivative thereof, or H,OR or H,NR2 wherein R is H or alkyl, or is H,OCOR or H,OCONR2 wherein R is H or alkyl;
- wherein optionally H or another substituent may be removed from positions 12 and 13 and/or 8 and 9 to form a double bond, wherein said double bond optionally is an epoxide,
- provided that
- if X7 is OH, then either at least one of X9 and X11 is not H, H, or there is no double bond or an epoxide at positions 12 and 13;
- if X9 is H,H, then either X7 is not OH, or X11 is not H,H, or there is no double bond or an epoxide at positions 12 and 13;
- if X is H,H, then either X7 is not OH, or X9 is not H,H, or there is no double bond or an epoxide at positions 12 and 13;
- and
- if there is a double bond or an epoxide at positions 12 and 13, then either X7 is not OH, or at least one of X9and X11 is not H,H.
10 more elements
Dependencies are inferred from the claim text.