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. 1970 Apr 17;168(3929):376-8.
doi: 10.1126/science.168.3929.376.

Reactions of alpha methylene lactone tumor inhibitors with model biological nucelophiles

S M Kupchan, D C Fessler, M A Eakin, T J Giacobbe

Reactions of alpha methylene lactone tumor inhibitors with model biological nucelophiles

S M Kupchan et al. Science. .

Abstract

Thiols are the most reactive nucleophilic reagents among the biological models investigated. They undergo "Michael-type" addition to the polyfunctional sesquiterpene lactones. The rapid rates of reaction with L-cysteine were measured and the reaction products were characterized. Each addition of thiol successively decreased the cytotoxicity of the adducts formed.

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