Evaluation and theoretical study on the anti-inflammatory mechanism of 1-nitro-2-phenylethane.
2013
In this study, 1-nitro-2-phenylethane was evaluated with respect to its
effects in edema models of acute inflammation induced with carrageenan,
dextran, and croton oil. 1-Nitro-2-phenylethane produced inhibition of rat
paw edema induced by carrageenan and dextran at the doses of 25 and
50 mg/kg. The same doses caused an inhibition of croton oil-induced ear
edema in mice. Our results suggest that 1-nitro-2-phenylethane has
anti-inflammatory activity, probably of peripheral origin, acting in the
synthesis and/or release of inflammatory mediators. A conformational study
of 1-nitro-2-phenylethane was carried out using density functional theory
calculations, showing three different groups of conformers corresponding to
energy minimum geometries. The stereoelectronic repulsions are responsible
for conformational preferences and the one most stable conformer. The
prostaglandin endoperoxide synthase mechanism is related more to
electrophilic than nucleophilic properties.
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