Reactions of some cyclopentenones with selected cysteine derivatives and biological activities of the product thioethers
2004; Elsevier BV; Volume: 12; Issue: 12 Linguagem: Inglês
10.1016/j.bmc.2004.03.061
ISSN1464-3391
AutoresJ.F. Bickley, Alessandra Ciucci, P. Andrew Evans, Stanley M. Roberts, Nicolette C. Ross, Massimo Santoro,
Tópico(s)Synthesis and Reactivity of Sulfur-Containing Compounds
ResumoThe 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.
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