DNA Cleavage Potency, Cytotoxicity, and
Mechanism of Action of a Novel Class of
Enediyne Prodrugs

Dai, Wei-Min; Lai, Kwong Wah; Wu, Anxin; Hamaguchi, Wataru; Lee, Mavis Yuk Ha; Zhou, Ling; Ishii, Atsushi; Nishimoto, Sei-ichi

doi:10.1021/jm015588e.s001

jm015588e_si_001.pdf (424.96 kB)

DNA Cleavage Potency, Cytotoxicity, and Mechanism of Action of a Novel Class of Enediyne Prodrugs

journal contribution

posted on 2002-01-17, 00:00 authored by Wei-Min Dai, Kwong Wah Lai, Anxin Wu, Wataru Hamaguchi, Mavis Yuk Ha Lee, Ling Zhou, Atsushi Ishii, Sei-ichi Nishimoto

We have discovered a novel class of (E)-3-acyloxy-4-(arylmethylidene)cyclodeca-1,5-diynes which exhibit promising enediyne-like DNA cleavage and cytotoxic activities. LC-MS analysis of the incubation mixture (pH 8.5, 37 °C) confirmed formation of 10-membered ring enediyne presumably via an allylic cation and suggested that the 1,4-benzenoid diradical might be one of the active species for DNA damage and cytotoxicity.