Laccase-Catalyzed Heterocoupling of Dihydroquercetin and p-Aminobenzoic Acid: Effect of the Reaction Product on Cultured Cells

被引：0
作者：
M. E. Khlupova
O. V. Morozova
I. S. Vasil’eva
G. P. Shumakovich
N. V. Pashintseva
L. I. Kovalev
S. S. Shishkin
V. A. Chertkov
A. K. Shestakova
A. V. Kisin
A. I. Yaropolov
机构：
[1] Russian Academy of Sciences,Research Center of Biotechnology, Bach Institute of Biochemistry
[2] Lomonosov Moscow State University,undefined
[3] Faculty of Chemistry,undefined
[4] State Research Institute of Chemistry and Technology of Organoelement Compounds,undefined
来源：
Biochemistry (Moscow) | 2018年 / 83卷
关键词：
dihydroquercetin; -aminobenzoic acid; laccase; biotransformation; H and ; C NMR spectra; proteomics;
D O I：
暂无
中图分类号：
学科分类号：
摘要：
Derivatization of the natural flavonoid dihydroquercetin with p-aminobenzoic acid was carried out in an ethyl acetate/citric buffer biphasic system using laccase from the fungus Trametes hirsuta. The main reaction product yield was ~68 mol %. The product was characterized by 1H NMR, 13C NMR, and liquid chromatography-mass spectroscopy, and its structure was elucidated. The reaction product affected viability of cultured human rhabdomyosarcoma cells (RD cell line) in a dose-dependent manner and, therefore, can be of interest to pharmaceutical industry.
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页码：992 / 1001
页数：9
相关论文
共 123 条
[1]  
Hollmann F.(2012)Enzyme initiated radical polymerizations Polymers 4 759-793
[2]  
Arends I. W. C. E.(2007)“Blue” laccases Biochemistry (Moscow) 72 1136-1150
[3]  
Morozova O. V.(2009)Synthetic applications of laccase in green chemistry Adv. Synth. Catal. 351 1187-1209
[4]  
Shumakovich G. P.(1994)Enzymatic coupling of chloroanilines with syringic acid, vanillic acid and protocatechuic acid Soil Biol. Biochem. 26 735-742
[5]  
Gorbacheva M. A.(1994)The structure and function of fungal laccases Microbiology 140 19-26
[6]  
Shleev S. V.(2012)Dihydroquercetin: more than just an impurity Eur. J. Pharmacol. 684 19-26
[7]  
Yaropolov A. I.(2014)Antitumour agents as inhibitors of tryptophan 2,3–dioxygenase Biochem. Biophys. Res. Commun. 443 28-31
[8]  
Witayakran S.(2010)Identification of hepatoprotective flavonolignans from silymarin PNAS 107 5995-5999
[9]  
Ragauskas A. J.(2013)Structure–activity relationship for (+)–taxifolin isolated from silymarin as an inhibitor of amyloid β aggregation Biosci. Biotechnol. Biochem. 77 1100-1103
[10]  
Tatsumi K.(2009)Determination and pharmacokinetic study of taxi–folin in rabbit plasma by high–performance liquid chro–matography Phytomedicine 16 244-251
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