Reactions of Alpha Methylene Lactone Tumor Inhibitors with Model Biological Nucleophiles

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Science  17 Apr 1970:
Vol. 168, Issue 3929, pp. 376-378
DOI: 10.1126/science.168.3929.376


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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