Analogues de la showdomycine à activité antitumorale

Abstract

Antitumor showdomycin analogues A series of 3‐glycosylidenesuccinimides ( 3 ) and 3‐glycosylidene‐1‐phenyl‐succinimides ( 5 ) have been prepared in good yields using a Wittig reaction. In each case, the preponderant, or even the exclusive, isomer formed was E . As expected from orbital considerations, the contribution to the conformational equilibrium of the rotamer whose HC (γ) and HC(δ) bonds were antiparallel was low. One of these succinimide derivatives 3a showed interesting anticancer activity, similar to that of the sugar enone C. These compounds probably act as somewhat selective alkylating agents.