Papain Inhibition by New α-Methylene-γ-Lactone Carbohydrate Derivatives
Naturally occurring sesquiterpenes with α-methylene-γ-lactone units in its structure are known to exhibit a diversity of biological activities, namely cytostatic and anti-helmintic, and to act as plant growth regulators (Gross 1975; Hoffmann and Rube 1985). The mechanism of its action consists of an irreversible inhibition of sulfhydryl enzymes by a Michael-type reaction, in which the electrophilic methylene group is added to the sulfhydryl group of the enzyme.
KeywordsCarbohydrate Hydroxide Carbonyl Sodium Hydroxide Tetrahydrofuran
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- Hoffmann HMR and Rube J (1985) Synthesis and biological activity of α-methylene-γ-butyrolactones. Angew Chem Int Ed Engl 24:99–110Google Scholar