Reactions of Alpha Methylene Lactone Tumor Inhibitors with Model Biological Nucleophiles

Reactions of Alpha Methylene Lactone Tumor Inhibitors with Model Biological Nucleophiles

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 addit...

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Veröffentlicht in:Science (American Association for the Advancement of Science) 1970-04, Vol.168 (3929), p.376-378
Hauptverfasser: Kupchan, S. Morris, Fessler, Dyral C., Eakin, M. Allan, Giacobbe, Thomas J.
Format: Artikel
Sprache:eng
Schlagworte:
Adducts
Enzymes
Esters
Ischemia
Lactones
Nuclear magnetic resonance
Nucleophiles
Reactivity
Reagents
Tumors
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Zusammenfassung: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.
ISSN:0036-8075
1095-9203
DOI:10.1126/science.168.3929.376