Further investigations of mutagenic cholesterol preparations.

The previously demonstrated mutagenicity of naturally air-aged (autoxidized) USP cholesterol in test strains of Salmonella typhimurium has been confirmed. In contrast, autoxidized brassicasterol, 7-dehydrocholesterol, ergosterol, lanosterol, sitosterol, and stigmasterol were non-mutagenic in the same assay, and 38 individual cholesterol derivatives, including many cholesterol autoxidation products, were also non-mutagenic. The mutagenic species from mutagenic cholesterol preparations were shown to be neutral steroids that are very much more polar than the cholesterol autoxidation products so far identified. High-performance liquid chromatography resolved mutagenic cholesterol preparations into several mutagenic and non-mutagenic fractions. The chemical nature of the mutagens is suggested as involving oxidation of the sterol B-ring and of the side-chain.