Reactions of some cyclopentenones with selected cysteine derivatives and biological activities of the product thioethers

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• 作者：Bickley ; Jamie F. ; Ciucci ; Alessandra ; Evans ; Paul ; Roberts ; Stanley M. ; Ross ; Nicolette ; Gabriella Santoro ; M.
• 刊名：Bioorganic and Medicinal Chemistry
• 出版年：2004
• 出版时间：June 15, 2004
• 年：2004
• 卷：12
• 期：12
• 页码：3221-3227
• 全文大小：322 K

文摘

The conjugate addition reaction between glutathione, N-Boc-cysteine methyl ester, N-acetyl cysteine methyl ester and N-acetyl cysteine and several substituted cyclopentenones is described. The reversibility of this process was demonstrated by thio-adduct metathesis on treatment of the adduct with a different cysteinyl derivative. The levels at which these compounds inhibit the function of nuclear factor kappa B (NF-κB) and potentiate heat shock factor (HSF) are reported and the possible relevance of these studies concerning the antiviral and anti-inflammatory activities of the cyclopentenone prostanoids is discussed.