Norcantharimides, synthesis and anticancer activity: Synthesis of new norcantharidin analogues and their anticancer evaluation

…, J Gilbert, B Sauer, JA Sakoff, A McCluskey

Index: Hill, Timothy A.; Stewart, Scott G.; Ackland, Stephen P.; Gilbert, Jayne; Sauer, Benjamin; Sakoff, Jennette A.; McCluskey, Adam Bioorganic and Medicinal Chemistry, 2007 , vol. 15, # 18 p. 6126 - 6134

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Citation Number: 76

Abstract

A range of amines was reacted with norcantharidin (2) to provide the corresponding norcantharimides (9–43). Treatment of norcantharidin with allylamine afforded the corresponding allyl-norcantharimide (20) which was amenable to epoxidation (mCPBA, 22) and subsequent ring opening (MeOH/H+; 23) or alternatively, osmylation (OsO4/NMO; 24). These simple synthetic modifications of 2 facilitated the development of a novel series of ...