INVESTIGADORES
ENRIZ Ricardo Daniel
artículos
Título:
Structure Cytoprotective Activity Relationship of Simple Molecules Containing an alpha, beta - Unsaturated Carbonyl System
Autor/es:
A.M RODRIGUEZ; ENRIZ R.D.; L.N SANTAGATA; E.A.JAUREGUI; M. PESTCHANKER; O. GIORDANO
Revista:
JOURNAL OF MEDICINAL CHEMISTRY
Editorial:
AMER CHEMICAL SOC
Referencias:
Lugar: Washington; Año: 1997 vol. 40 p. 1827 - 1834
ISSN:
0022-2623
Resumen:
In previous reports we attributed the cytoprotective activity of several sesquiterpene lactones
to the presence of a nonhindered electrophilic acceptor in their structure. We suggested that
the mechanism of protection would be, at least in part, mediated through a reaction between
the electrophilic acceptor and the sulfhydryl-containing groups of the mucosa. We report here
the gastric cytoprotective effect of simple molecules containing an R,â-unsaturated carbonyl
group. In the present paper, we undertake the study of molecular accessibility and molecular
shape, in addition to conformational, electronic, and steric factors. Our results helped to
establish two important facts connecting chemical structure with cytoprotective effect. Firstly,
an adequate molecular accessibility appears to be necessary to produce the biological response,
and secondly, the R,â-unsaturated carbonyl system has to be included in a cyclic structure or,
at least, in the proximity of a cyclic system.