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


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Abstract

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.

About the authors

M. E. Khlupova

Research Center of Biotechnology, Bach Institute of Biochemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071

O. V. Morozova

Research Center of Biotechnology, Bach Institute of Biochemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071

I. S. Vasil’eva

Research Center of Biotechnology, Bach Institute of Biochemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071

G. P. Shumakovich

Research Center of Biotechnology, Bach Institute of Biochemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071

N. V. Pashintseva

Research Center of Biotechnology, Bach Institute of Biochemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071

L. I. Kovalev

Research Center of Biotechnology, Bach Institute of Biochemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071

S. S. Shishkin

Research Center of Biotechnology, Bach Institute of Biochemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071

V. A. Chertkov

Lomonosov Moscow State University, Faculty of Chemistry

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119899

A. K. Shestakova

State Research Institute of Chemistry and Technology of Organoelement Compounds

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 105118

A. V. Kisin

State Research Institute of Chemistry and Technology of Organoelement Compounds

Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 105118

A. I. Yaropolov

Research Center of Biotechnology, Bach Institute of Biochemistry

Author for correspondence.
Email: yaropolov@inbi.ras.ru
Russian Federation, Moscow, 119071


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