Relative reactivity of dihydropyridine derivatives to electrogenerated superoxide ion in DMSO solutions: a voltammetric approach.

Abstract:

PURPOSE:To evaluate the reaction of a large series of pharmacologically significant 1,4-dihydropyridine (1,4-DHP) compounds with superoxide (O2.-) in dimethylsulfoxide using differential pulse voltammetry and controlled potential electrolysis. METHODS:Differential pulse voltammetry was used to track the consumption of O2.-, and controlled potential electrolysis was used to electrogenerate O2.-. RESULTS:With the addition of 1,4-DHP, the oxidation peak current of O2.- decreased concentration dependently, suggesting that 1,4-DHP reacts with O2.-, that is, 1,4-DHP scavenges O2.- in dimethylsulfoxide. CONCLUSIONS:very easy and direct voltammetric procedure to study the relative reactivity of different 1,4-DHP with O2.- is proposed. Using the proposed method we have found that all commercial 1,4-DHP reacts with O2.-. The following order of rates was obtained: felodipine > or = vitamin E > isradipine > nimodipine > furnidipine > nitrendipine > nisoldipine > nifedipine. Furthermore, it was demonstrated that the hydrogen at the N-position of 1,4-DHP compounds could be released as a proton in the presence of O2.-, thus the electrogenerated O2.- worked as a proton acceptor to 1,4-DHP.

journal_name

Pharm Res

journal_title

Pharmaceutical research

authors

Oriz ME,Núñez-Vergara LJ,Squella JA

doi

10.1023/a:1022291624933

subject

Has Abstract

pub_date

2003-02-01 00:00:00

pages

292-6

issue

2

eissn

0724-8741

issn

1573-904X

journal_volume

20

pub_type

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