Effects of sterol structure, temperature, and lipid medium on phytosterol oxidation.

Factors contributing to the oxidative stability of phytosterols were studied. Unsaturated stigmasterol and saturated sitostanol were used as model compounds and were heated at different temperatures in different lipid matrices for various periods of time. Accumulations of the major secondary oxidation products were used as a marker of the stability of heated compounds, and the products were analyzed by gas chromatography-mass spectrometry. The results showed that both temperature and heating time, as well as sterol structure and lipid matrix composition, affected phytosterol oxidation. In particular, the interactions between different lipid matrices and temperatures had drastic effects on the total contents of the phytosterol oxides formed and also on the reaction pathways of oxidation. During heating at high temperatures for prolonged periods, >20% of stigmasterol was oxidized. At moderate temperatures the oxidation of stigmasterol was rather slow. Sitostanol oxide contents were low under all heating conditions studied. Copyright 2004 American Chemical Society