C-glycoside analogues of N-(4-hydroxyphenyl)retinamide-O-glucuronide
AssigneeThe Ohio State Research Foundation
InventorsRobert W. Curley, Jr., Michael J. Robarge
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Abstract
The present invention provides breast cancer chemopreventive arylamide analogues of retinoic acid, more particularly C-glycoside analogues of N-(4-hydroxyphenyl)retinamide-O-glucuronide and N-glycoside analogue of retinoyl .beta.-glucuronide that resist both .beta.-glucuronidase mediated enzymatic hydrolysis as well as acid catalyzed hydrolysis. Specifically, the drugs include 4-(retinamido)phenyl-C-glucuronide; 4-(retinamido)phenyl-C-glucoside; 4-(retinamido)benzyl-C-xyloside; 4-(retinamido)benzyl-C-glucoside; 4-(retinamido)benzyl-C-glucuronide; 4-(retinamido)phenyl-C-xyloside, 1-(B-D-glucopyranosyl) retinamide and 1-(D-glucopyranosyluronosly) retinamide. The invention also relates to a method for making such drugs.
Claims4
A composition of matter having the following structure:
- ##STR11## wherein:
- R' is H, COOH, or CH.sub.2 OH;
- or isomers thereof.
A method for treating breast cancer in patients comprising the steps of:
- a. providing a drug having the following structure:
- ##STR12## wherein:
- R' is H, COOH, or CH.sub.2 OH;
- or isomers thereof;
- b. administering the drug to the patient.
Dependencies are inferred from the claim text.