Effects of riboflavin and fatty acid methyl esters on cholesterol oxidation during illumination.

Abstract

The effect of riboflavin or fatty acid methyl esters on cholesterol photooxidation was studied. Samples containing cholesterol, either alone or in combination with riboflavin or fatty acid methyl esters, were illuminated at 25 degrees C in an incubator for 28 days. The various cholesterol oxidation products (COPs) and cholesterol were analyzed by gas chromatography-mass spectrometry (GC-MS), and riboflavin was determined by HPLC. Results showed that the presence of riboflavin or fatty acid methyl esters facilitated production of COPs and degradation of cholesterol, and the degradation fits a first-order model. The COPs formed during light storage included 7 alpha-OH, 7 beta-OH, 7-keto, 3,5-cholestadien-7-one, 5,6alpha-EP, and 5,6beta-EP. The addition of riboflavin caused formation of 3,5-cholestadien-7-one through dehydration of 7-keto, whereas in the presence of docosahexaenoic acid methyl ester, the formation of 5,6alpha-EP or 5,6beta-EP was favored. Riboflavin was more effective for generation of COPs than fatty acid methyl esters.

• Authors: Po Chen Hu, Bing Huei Chen
• Journal: Journal of agricultural and food chemistry (J Agric Food Chem) Vol. 50 Issue 12 Pg. 3572-8 (Jun 05 2002) ISSN: 0021-8561 [Print] United States
• PMID: 12033831 (Publication Type: Comparative Study, Journal Article)

Chemical References

• Fatty Acids
• Linoleic Acids
• Stearic Acids
• methyl linoleate
• Docosahexaenoic Acids
• methyl docosahexaenoate
• stearic acid
• Cholesterol
• Riboflavin

Topics

• Cholesterol (analysis, chemistry)
• Chromatography, High Pressure Liquid
• Docosahexaenoic Acids (pharmacology)
• Fatty Acids (pharmacology)
• Gas Chromatography-Mass Spectrometry
• Light
• Linoleic Acids (pharmacology)
• Photochemistry
• Riboflavin (chemistry, pharmacology)
• Stearic Acids (pharmacology)