Patent ID: 6462041
Filing Date: 2002-10-08
Classification: A61K,C07D

Abstract:
A method of inducing cell apoptosis in a mammal in need thereof, comprising administering to said mammal an effective amount of a compound having one of the Formulae I-III: or a pharmacuetically acceptable salt or prodrug thereof, wherein:the dotted lines are single bonds, double bonds or epoxy groups; X together with the attached carbon is a methylene, carbonyl, hydroxymethinyl, alkoxymethinyl, aminomethinyl, an oxime, a hydrazone, an arylhydrazone or semicarbazone; Y together with the attached carbon is a methylene, carbonyl, hydroxymethinyl, alkoxymethinyl, aminomethinyl, an oxime, a hydrazone, an arylhydrazone or semicarbazone; R1 is formyl, methylenehydroxy, carboxy, acyl (RaCO), optionally substituted alkoxycarbonyl (RaOCO), optionally substituted alkylthiocarbonyl, optionally substituted aminocarbonyl (carbamyl, RbRcNCO) or hydroxyaminocarbonyl, where Ra is optionally substituted lower alkyl; Rb and Rc are independently hydrogen, optionally substituted heteroalkyl, optionally substituted lower alkyl, optionally substituted aryl, optionally substituted heteroaryl or optionally substituted lower aralkyl groups; or Rb and Ra may be taken together with the attached N to form an optionally substituted, saturated or partially saturated 5-7 membered heterocyclo group; R2 is hydrogen, optionally substituted alkyl, acyl (RaCO), carbamyl (RbRcNCO) or sulfonyl (RdSO2), where Ra, Rb, and Ra are defined above; Rd is hydrogen, optionally substituted lower alkyl, optionally substituted aryl, or optionally substituted lower aralkyl groups; R3 is hydrogen or prenyl; R4 is hydrogen, halogen, hydroxy, optionally substituted alkyl, cycloalkyl, alkoxy, alkylthio or amino; and R5 is hydrogen, optionally substituted alkyl, acyl (RaCO), carbamyl (RbRcNCO) or sulfonyl (RdSO2), where Ra, Rb, Rc and Rd are defined above; with the provisos that when said mammal has cancer, then (a) said compound is not gambogic acid, isogambogic acid, morellinol, isomorellinol or gambogin, (b) said compound is of Formula I or II, and (c) R3 is prenyl.