6533b7d8fe1ef96bd126ac71
RESEARCH PRODUCT
1,2-Dipolar addition model for the cytoprotective activity of selected α,β-unsaturated compounds with CO functionality: an ab initio study
E.a. JaureguiAna M. RodríguezFernando D. SuvireF. Tomas-vertRicardo D. EnrizM.a. Zamorasubject
chemistry.chemical_classificationDouble bondStereochemistryAb initioCondensed Matter PhysicsBiochemistryAcceptorCytoprotectionDipolechemistryNucleophileComputational chemistryAb initio quantum chemistry methodsReaction pathPhysical and Theoretical Chemistrydescription
Abstract The mechanism of the addition of a nucleophile (an alkylthiol group) to a double bond of α,β-unsaturated systems in the gas phase was explored. In this study, intermediates of the reaction were also investigated using ab initio calculations (RHF/6-31G ∗ and MP2/6-31+G ∗ ). Our results indicate that direct dipolar attack of the S–H group of an alkylthiol on the CC double bond is a reasonable reaction path. The present results represent, therefore, additional support for our hypothesis. This suggests that the mechanism of cytoprotection might be mediated, at least in part, by a reaction between the olefinic acceptor and the sulfhydryl-containing groups of the mucosa.
| year | journal | country | edition | language |
|---|---|---|---|---|
| 2001-03-01 | Journal of Molecular Structure: THEOCHEM |