Synthesis and comparative evaluation of 4-oxa-and 4-aza-podophyllotoxins as antiproliferative microtubule destabilizing agents

NB Chernysheva, DV Tsyganov, AA Philchenkov…

Index: Chernysheva, Natalia B.; Tsyganov, Dmitry V.; Philchenkov, Alex A.; Zavelevich, Michael P.; Kiselyov, Alex S.; Semenov, Roman V.; Semenova, Marina N.; Semenov, Victor V. Bioorganic and Medicinal Chemistry Letters, 2012 , vol. 22, # 7 p. 2590 - 2593

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Citation Number: 20

Abstract

A series of novel 4-oxa-podophyllotoxin derivatives 7 featuring the intact lactone ring D and various substituents in rings B and E has been synthesized and evaluated in a phenotypic sea urchin embryo assay along with the representative 4-aza-analogs 5 for their antimitotic and microtubule destabilizing activity. The most active compounds exhibited myristicin- derived or a 3′, 5′-dimethoxy substitution pattern in the ring E and a 6-methoxy moiety ...