Highly lipophilic camptothecin intermediates and prodrugs and methods of preparation thereof

A compound having the formula:

• wherein R1 and R2 are independently the same or different and are hydrogen, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, a phenoxy group, a napthyloxy group, an acyloxy group, OC(O)OR12 wherein R12 is an alkyl group, a carbamoyloxy group, a halogen, a hydroxy group, a nitro group, a cyano group, an azido group, a formyl group, a hydrazino group, C(O)R13 wherein R13 is an alkyl group, an alkoxy group, an amino group or a hydroxy group, SR14, wherein R14 is hydrogen, C(O)R13, an alkyl group, a phenyl group or a napthyl group;
• R3 is H, a nitro group, a halogen atom, an amino group, a hydroxy group, or a cyano group;
• R4 is H, F, an alkyl group, an alkenyl group, an alkynyl group, a trialkylsilyl group or an alkoxy group;
• R5 is a C1-15 alkyl group, an allyl group, a benzyl group or a propargyl group;
• R6, R7 and R8 are independently a C1-15 alkyl group, a C2-15 alkenyl group, a C2-15 alkynyl group, a phenyl group, a napthyl group or a (CH2)qR15 group, wherein q is an integer between 1 and 15 and R15 is a hydroxy group, alkoxy group, an amino group, an alkylamino group, a dialkylamino group, a halogen atom, a cyano group or a nitro group;
• R9 is a hydrogen, an alkyl group, an alkenyl group, an alkynyl group, an alkoxy group, a phenoxy group, a napthyloxy group, or an acyloxy group;
• R10 is an alkylene group, an alkenylene group or an alkynylene group;
• R11 is hydrogen, an alkyl group, an alkenyl group and (CH2)LNR16R17 wherein L may be an integer ranging from 1–30 and R16 and R17 are independently the same or different and are hydrogen, a C1-15 alkyl group, a C2-15 alkenyl group, a C2-15 alkynyl group, a phenyl group, a napthyl group, a (CH2)YR18 group, a (CH2)YC(O)R18 group or a (CH2)YCO2R18 wherein Y may be an integer ranging from 1 to 15 and R18 is a hydroxy group, a thiol group, an alkylthiol, a silyl group, an alkoxy group, an amino group, an alkylamino group, a dialkylamino group, a halogen atom, a cyano group, a nitro group.