DNA binding properties of 2ʹ-hydroxyflavanon and Schiff base derivative
https://doi.org/10.29235/1029-8940-2019-64-2-222-228
Abstract
Flavanoids a class of plant and fungus secondary metabolites. 2ʹ-Hydroxyflavanone was previously isolated from Mimosa pudica (L.) whole plant and was found to exhibit anti-inflammatory effects in vitro and binding with calf timus DNA. There are also reports on anti-inflammatory properties of compounds bearing flavanone/chromone nucleus. The aim of this work was to develop a synthesis of new azomethine compounds derived from flavanones, to examine their spectroscopic properties and interaction with DNA. 2ʹ-Hydroxyflavanone and thiocarbohydrazide were used as substrates in the synthesis. The obtained products were analyzed by 1H NMR spectroscopy, UVVis. Ultraviolet spectroscopy was used to analyze the chemical-physical properties. Mechanism of interaction of bioactive 2ʹ-hydroxyflavanone with calf thymus deoxyribonucleic acid (DNA) was studied employing UV absorption. 2ʹ-Hydroxyflavanon and 2ʹHFTCH are photostable in DMSO. The interaction of 2ʹ-hydroxyflavanone and its derivative occurs by the mechanism of intercalation. The change in the structure of the 2ʹ-hydroxyflavanone molecule by Schiff base modification leads to an increase in DNA-binding properties. High binding ability of 2ʹ-hydroxyflavanone with DNA may be useful for development of new anti-inflammatory and antimicrobial remedies.
About the Authors
V. M. Korolevich
Polessky State University.
Belarus
Belarus
Violetta M. Korolevich – Master of Biology.
23, Dneprovskaya Flotiliya Str., 225710, Pinsk.
P. Blazinska
Lodz University of Technology.
Poland
Poland
Paulina Błazińska – Master of Chemistry, Postgraduate student.
4/10, Stefanowskii Str., 90-924, Lodz.
A. Sykula
Lodz University of Technology.
Poland
Poland
Anna Sykuła – Ph. D. (Chem.), Assistant Professor.
4/10, Stefanowskii Str., 90-924, Lodz.
E. Lodyga-Chruscinska
Lodz University of Technology.
Poland
Poland
Elżbieta Lodyga-Chruścińska – D. Sc. (Chem.), Professor.
4/10, Stefanowskii Str., 90-924, Lodz.
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