Structural effects on the reactivity 1,4-dihydropyridines with alkylperoxyl radicals and ABTS radical cation

Yáñez C.; Lopez-Alarcon, C; Camargo C.; Valenzuela, V.; Squella, JA; Nunez-Vergara, LJ

Abstract

A series of eight commercial C-4 substituted 1,4-dihydropyridines and other synthesized related compounds were tested for direct potential scavenger effect towards alkylperoxyl radicals and ABTS radical cation in aqueous Britton-Robinson buffer pH7.4. A direct quenching radical species was established. The tested 1,4-dihydropyridines were 8.3-fold more reactive towards alkylperoxyl radicals than ABTS cation radical, expressed by their corresponding kinetic rate constants. Furthermore, NPD a photolyte of nifedipine and the C-4 unsubstituted 1,4-DHP were the most reactive derivatives towards alkylperoxyl radicals. The pyridine derivative was confirmed by GC/MS technique as the final product of reaction. In consequence, the reduction of alkylperoxyl and ABTS radicals by 1,4-dihydropyridines involved an electron transfer process. Also, the participation of the hydrogen of the 1-position appears as relevant on the reactivity. Results of reactivity were compared with Trolox. © 2004 Elsevier Ltd. All rights reserved.

Más información

Título según WOS: Structural effects on the reactivity 1,4-dihydropyridines with alkylperoxyl radicals and ABTS radical cation
Título según SCOPUS: Structural effects on the reactivity 1,4-dihydropyridines with alkylperoxyl radicals and ABTS radical cation
Título de la Revista: BIOORGANIC & MEDICINAL CHEMISTRY
Volumen: 12
Número: 9
Editorial: PERGAMON-ELSEVIER SCIENCE LTD
Fecha de publicación: 2004
Página de inicio: 2459
Página final: 2468
Idioma: English
URL: http://linkinghub.elsevier.com/retrieve/pii/S0968089604000847
DOI:

10.1016/j.bmc.2004.01.050

Notas: ISI, SCOPUS