Enzymatic polymerization of dihydroquercetin using bilirubin oxidase

被引：17
|
作者：
Khlupova, M. E. [1 ]
Vasil'eva, I. S. [1 ]
Shumakovich, G. P. [1 ]
Morozova, O. V. [1 ]
Chertkov, V. A. [2 ]
Shestakova, A. K. [3 ]
Kisin, A. V. [3 ]
Yaropolov, A. I. [1 ]
机构：
[1] Russian Acad Sci, AN Bach Inst Biochem, Moscow 119071, Russia
[2] Moscow MV Lomonosov State Univ, Fac Chem, Moscow 119991, Russia
[3] State Res Inst Chem & Technol Organoelement Cpds, Moscow 105118, Russia
来源：
BIOCHEMISTRY-MOSCOW | 2015年 / 80卷 / 02期
关键词：
dihydroquercetin; enzymatic polymerization; bilirubin oxidase; oligomers; H-1 and C-13 NMR spectra; MYROTHECIUM-VERRUCARIA; ANTIOXIDANT PROPERTIES; FLAVONOIDS; TAXIFOLIN; LACCASE; HORSERADISH; PEROXIDASE; QUERCETIN; CANCER;
D O I：
10.1134/S0006297915020108
中图分类号：
Q5 [生物化学]; Q7 [分子生物学];
学科分类号：
071010 ; 081704 ;
摘要：
Dihydroquercetin (or taxifolin) is one of the most famous flavonoids and is abundant in Siberian larch (Larix sibirica). The oxidative polymerization of dihydroquercetin (DHQ) using bilirubin oxidase as a biocatalyst was investigated and some physicochemical properties of the products were studied. DHQ oligomers (oligoDHQ) with molecular mass of 2800 and polydispersity of 8.6 were obtained by enzymatic reaction under optimal conditions. The oligomers appeared to be soluble in dimethylsulfoxide, dimethylformamide, and methanol. UV-visible spectra of oligoDHQ in dimethylsulfoxide indicated the presence of highly conjugated bonds. The synthesized oligoDHQ was also characterized by FTIR and H-1 and C-13 NMR spectroscopy. Comparison of NMR spectra of oligoDHQ with DHQ monomer and the parent flavonoids revealed irregular structure of a polymer formed via the enzymatic oxidation of DHQ followed by nonselective radical polymerization. As compared with the monomer, oligoDHQ demonstrated higher thermal stability and high antioxidant activity.
引用
收藏
页码：233 / 241
页数：9
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