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Anti-glycation, Carbonyl Trapping and Anti-inflammatory Activities of Chrysin Derivatives

1
Department of Food Science and Nutrition, Hallym University, 1 Hallymdeahak-gil, Chuncheon 24252, Korea
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College of Public Health, Hebei University, Baoding 071002, China
3
Department of Biochemistry, School of Medicine, Hallym University, 1 Hallymdeahak-gil, Chuncheon 24252, Korea
*
Author to whom correspondence should be addressed.
Molecules 2018, 23(7), 1752; https://doi.org/10.3390/molecules23071752
Received: 15 June 2018 / Revised: 13 July 2018 / Accepted: 14 July 2018 / Published: 17 July 2018
The aim of this study was searching anti-glycation, carbonyl trapping and anti-inflammatory activities of chrysin derivatives. The inhibitory effect of chrysin on advanced glycation end-products (AGEs) was investigated by trapping methylglyoxal (MGO), and MGO-conjugated adducts of chrysin were analyzed using LC-MS/MS. The mono- or di-MGO-conjugated adducts of chrysin were present at 63.86 and 29.69% upon 48 h of incubation at a chrysin:MGO ratio of 1:10. The MGO adducted positions on chrysin were at carbon 6 or 6 & 8 in the A ring by classic aldol condensation. To provide applicable knowledge for developing chrysin derivatives as AGE inhibitors, we synthesized several O-alkyl or ester derivatives of chrysin and compared their AGE formation inhibitory, anti-inflammatory, and water solubility characteristics. The results showed that 5,7-di-O-acetylchrysin possessed higher AGE inhibitory and water solubility qualities than original chrysin, and retained the anti-inflammation activity. These results suggested that 5,7-di-O-acetylchrysin could be a potent functional food ingredient as an AGE inhibitor and anti-inflammatory agent, and promotes the development of the use of chrysin in functional foods. View Full-Text
Keywords: chrysin; advanced glycation end products; methylglyoxal trapping; 5,7-di-O-acetylchrysin; inflammation chrysin; advanced glycation end products; methylglyoxal trapping; 5,7-di-O-acetylchrysin; inflammation
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Hwang, S.H.; Kim, H.Y.; Zuo, G.; Wang, Z.; Lee, J.-Y.; Lim, S.S. Anti-glycation, Carbonyl Trapping and Anti-inflammatory Activities of Chrysin Derivatives. Molecules 2018, 23, 1752.

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