Convergent synthesis of a steroidal antiestrogen-mitomycin C hybrid using “click” chemistry

RN Hanson, E Hua, D Labaree, RB Hochberg…

Index: Hanson, Robert N.; Hua, Edward; Labaree, David; Hochberg, Richard B.; Proffitt, Kyle; Essigmann, John M.; Croy, Robert G. Organic and Biomolecular Chemistry, 2012 , vol. 10, # 42 p. 8501 - 8508

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Citation Number: 6

Abstract

A convergent synthesis of a novel estrogen receptor-targeted drug hybrid was developed based on structures of the potent anti-proliferative mitomycin C and the steroidal anti- estrogen RU 39411. The steroidal antiestrogen was prepared with an azido-triethylene glycoloxy linker while the mitomycin C derivative (porfirimycin) incorporated a complementary 7-N-terminal alkyne. The two components were ligated using the Huisgen ...