Total synthesis of phenanthroindolizidine alkaloids (±)-antofine,(±)-deoxypergularinine, and their dehydro congeners and evaluation of their cytotoxic activity

…, PC Chiang, KF Bastow, SL Morris-Natschke…

Index: Su, Chung-Ren; Damu, Amooru G.; Chiang, Po-Cheng; Bastow, Kenneth F.; Morris-Natschke, Susan L.; Lee, Kuo-Hsiung; Wu, Tian-Shung Bioorganic and Medicinal Chemistry, 2008 , vol. 16, # 11 p. 6233 - 6241

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Citation Number: 33

Abstract

Due to their limited natural abundance and significant biochemical effects, we synthesized the alkaloids (±)-antofine (1a),(±)-deoxypergularinine (1b), and their dehydro congeners (2 and 3) starting from the corresponding phenanthrene-9-carboxaldehydes. We also evaluated their in vitro cytotoxic activity. Compounds 1a and 1b showed significant potency against various human tumor cell lines, including a drug-resistant variant, with EC50 ...