Radical 2-feniletila : geração e reatividade com o acido desoxirribonucleico

AUTOR(ES)
DATA DE PUBLICAÇÃO

1992

RESUMO

The photoirradiation of the hydrocynnamic acid (3-phenylpropionic acid), likewise dihydrocynnamoil peroxide, efficiently generates the 2-phenylethyl radical, as demonstrated by spin-trapping experiments. ln the oxidation of the anti-depressant, phenelzine (2-phenylethylhydrazine), promoted by ferricianide the formation of the carbon centered radical was also demonstrated by other researchers that confirmed our results. Recent results showed that the 2-phenylethyl radical is also an important product of the microssomal oxidation and in the catalysis by oxyhemoglobin. The relevance of carbon-centered radicaIs in induced carcinogenesis is explored by studies of interaction between the 2-phenylethyl radical and the DNA. The carbon-centered radical, generated in our reactions, induces DNA strand scission in pBR 322. Complexation of the DNA with Tb(III) and DAPI studies, likewise hydrolise with formaldehyde have a clear correlation between the 2-phenylethyl radical formation and the strand scission activity. The carbon-centered radical has a selectivity for attacking guanine residues as established by liquid chromatography and teoretical calculations (MNDO method). The results indicate that the 2-phenylethyl radical is an important product in the photochemical system and that this species can directly damage DNA. This work shows two aspects that might be considered to analyse the relevance of radical species in biological process: the consequences regarding oxidative damages at cellular levels and their role in biological systems as initiators of carcinogenic mecanisms, including mutagenic process.

ASSUNTO(S)

bioquimica quimica organica

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