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Scavenging of toxic α‐dicarbonyls and α,β‐unsaturated aldehydes using polyphenol phytochemicals: reactivity studies and adduct identification (830.10)
Author(s) -
Gu Liwei,
Wang Wei,
Liu Haiyan
Publication year - 2014
Publication title -
the faseb journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.709
H-Index - 277
eISSN - 1530-6860
pISSN - 0892-6638
DOI - 10.1096/fasebj.28.1_supplement.830.10
Subject(s) - chemistry , methylglyoxal , polyphenol , acrolein , glyoxal , quercetin , organic chemistry , malondialdehyde , adduct , food science , antioxidant , catalysis , enzyme
Reactive toxic carbonyls include α‐dicarbonyls (e.g. glyoxal & methylglyoxal) and α,β‐unsaturated aldehydes (e.g. malondialdehyde & acrolein). These compounds react with proteins to form the Advanced Glycation End‐products (AGEs) in vivo, contributing to aging, diabetic complications, and other chronic diseases. The objective of this study was to investigate the efficacy of selected polyphenol phytochemicals in scavenging reactive carbonyls and identify phytochemical‐carbonyl adducts. Resveratrol, quercetin, (+)‐Catechin, (‐)‐epicatechin, and chlorogenic acid reacted with glyoxal, methylglyoxal, malondialdehyde, or acrolein in pH 7.4 phosphate buffer for 48 hours. Phytochemicals and carbonyl compounds were quantified during the reaction and empirical degradation half‐time was calculated. Results showed that resveratrol, catechin, and epicatechin were more efficient in scavenging carbonyls than quercetin and chlorogenic acid. Malondialdehyde had the least reactivity towards phytochemicals compared with other carbonyls. Polyphenol carbonyl reaction gave rise to various adducts. A number of adducts were detected and their structures were tentatively identified using HPLC‐ESI‐MSn. Results of this study showed that polyphenols and carbonyl compounds reacted with different velocities and generated adducts, providing insight to the health benefits of polyphenols.