Transformation of thiols to disulfides by epolactaene and its derivatives.
Bioorg Med Chem
; 19(14): 4162-72, 2011 Jul 15.
Article
em En
| MEDLINE
| ID: mdl-21708466
ABSTRACT
In this paper we report a disulfide formation of thiols induced by epolactaene and its derivatives. We previously reported the disulfide formation of N-acetylcysteine methyl ester by epolactaene in a 11 MeOH/0.5M NaHCO(3) aq solution. The present studies reveal that the disulfide formation proceeds under mild conditions such as in PBS at pH 7.3, suggesting that epolactaene may induce disulfide formation of cellular thiols. This compound induces the disulfide formation of several thiols in a 11 MeOH/0.5M NaHCO(3) aq solution at room temperature. Moreover, our results show that the acyl side-chain of epolactaene greatly influences the products of the reaction. We analyzed the reaction mechanism by using thiolysis products of epolactaene derivatives and propose a new reaction mechanism.
Texto completo:
1
Base de dados:
MEDLINE
Assunto principal:
Compostos de Sulfidrila
/
Dissulfetos
Idioma:
En
Ano de publicação:
2011
Tipo de documento:
Article