A series of fused 5,5-diphenyl and 5-arylidene-2-thiohydantoin derivat
ives were examined for their oxygen free radical inhibitory and radica
l scavenging properties (RSC) using both an enzymic and non-enzymic bi
ological generators of free radicals. Non-enzymic lipid peroxidation (
OH . radicals) was assayed as the amount of malondialdehyde (MDA) that
had been formed during incubation of boiled rat liver microsomes in t
he presence of ascorbic acid and ferric ions. Superoxide anions (. O-2
(-) anion radicals) were generated enzymatically in the xanthine-xanth
ine oxidase system. Among the 20 investigated compounds only four fuse
d arylidene 2-thiohydantoin derivatives showed weak antioxidant activi
ty scavenging OH . radicals. There is a relationship between the elect
rophilic OH . radical scavenging properties (RSC) of the tested molecu
les and the value of their HOMO energy derived from semiempirical MO c
alculations.