Antioxidative Effect of Quercetin and Its Equimolar Mixtures with Phenyltin Compounds on Liposome Membranes
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- 作者：Janina Gabrielska ; Monika Soczy<img src="http ; //pubs.acs.org/images/entities/nacute.gif" border="0">ska-Kordala ; Jerzy H<img src="http ; //pubs.acs.org/images/entities/lstrok.gif" border="0">adyszowski
- 刊名：Journal of Agricultural and Food Chemistry
- 出版年：2006
- 出版时间：October 4, 2006
- 年：2006
- 卷：54
- 期：20
- 页码：7735 - 7746
- 全文大小：538K
- 年卷期：v.54,no.20(October 4, 2006)
- ISSN：1520-5118
文摘
Our earlier studies have shown that the compounds diphenyltin dichloride (DPhT) and triphenyltinchloride (TPhT) in the presence of UVC radiation enhanced the degree of phosphatidylcholine liposomemembrane oxidation (J. Agric. Food Chem. 2005, 53, 76-83). The prooxidative behavior of thecompounds has now been confirmed with the electron paramagnetic resonance method, which provedthe possibility that the studied compounds can exist in free radical forms. The present work investigatesthe possibility of the protective action of quercetin on phosphatidylcholine liposome membranesexposed to the prooxidative action of DPhT and TPhT induced by UV radiation (<IMG SRC="/images/gifchars/lambda.gif" BORDER=0 > = 253.7 nm). Theconcentrations of quercetin and its equimolar mixtures with DPhT and TPhT were determined (andcompared with well-known antioxidants as standards-trolox and butylated hydroxytoluene, also inthe presence of phenyltins) as those that induce 50% inhibition in oxidation of liposomes radiatedwith UV. They are 5.1 ± 0.10, 2.9 ± 0.12, and 1.9 ± 0.08 
M (differences between the values arestatistically significant), constituting the following sequence of antioxidative activity: quercetin:TPhT> quercetin:DPhT > quercetin. This relation is confirmed by the results on the antiradical ability ofquercetin and its mixtures with DPhT and TPhT toward the free radical 1,1-diphenyl-2-pricrylhydrazil.Similar sequences obtained in both studies suggest a possible mechanism of the antiradical actionof the mixtures as free radical scavengers. We suggested that (i) quercetin's ability, documented byspectrophotometric, infrared attenuated total reflectance spectroscopy, 1H NMR, and molecularmodeling methods, to form complexes with phenyltins indicates a possible way of protection againstthe peroxidation caused by the free radical forms of phenyltins and (ii) the differentiation in the actionof the quercetin/TPhT and quercetin/DPhT associates (statisticaly significant) may result from adifferent localization in the liposome membrane, which is indicated by the results of the fluorimetricstudies.
M (differences between the values arestatistically significant), constituting the following sequence of antioxidative activity: quercetin:TPhT> quercetin:DPhT > quercetin. This relation is confirmed by the results on the antiradical ability ofquercetin and its mixtures with DPhT and TPhT toward the free radical 1,1-diphenyl-2-pricrylhydrazil.Similar sequences obtained in both studies suggest a possible mechanism of the antiradical actionof the mixtures as free radical scavengers. We suggested that (i) quercetin's ability, documented byspectrophotometric, infrared attenuated total reflectance spectroscopy, 1H NMR, and molecularmodeling methods, to form complexes with phenyltins indicates a possible way of protection againstthe peroxidation caused by the free radical forms of phenyltins and (ii) the differentiation in the actionof the quercetin/TPhT and quercetin/DPhT associates (statisticaly significant) may result from adifferent localization in the liposome membrane, which is indicated by the results of the fluorimetricstudies.