The influence of triphenylantimony(V) catecholate and its spiroendoperoxide on lipid peroxidation

Abstract

The effects of triphenylantimony(V) catecholate Ph 3 Sb(Cat) (1) and its spiroendoperoxide Ph 3 Sb(L‐O 2 ) (2) (Cat = 3,6‐di‐ tert ‐butyl‐4,5‐dimethoxycatecholate) on lipid peroxidation (LP) in vitro and in vivo were examined in BALB/c line mice. A comparative study of the impact of compounds 1 and 2 on LP under similar conditions was made by measuring the formation of thiobarbituric acid reactive substances (TBARS). The anti‐ or pro‐oxidant action of complexes 1 and 2 may be caused by the different redox level of the ligand acting as radical scavenger and/or by the bound molecular oxygen promoting the oxidation process. Biological experiments ( in vitro and in vivo ) were performed using mouse tissue homogenates. Decreasing TBARS concentration was observed in all examined tissues and blood serum ( in vitro as well as in vivo ) for catecholate 1. These results indicate inhibition of LP in the presence of complex 1. In contrast to 1, spiroendoperoxide 2 increases the level of TBARS in tissue homogenates. Minor fluctuations of TBARS concentration in erythrocytes and in blood serum indicate the absence of an obvious anti/pro‐oxidant influence of 2 on the LP process in vivo . The role of catecholate fragment was found to be essential in explaining antioxidant properties. Copyright © 2014 John Wiley & Sons, Ltd.