Synthesis and the antiresistant activity of acylated and supramolecular derivatives of ellagic acid

Mustafa Ali Alhussein, A. V. Martynov

Abstract


The aim of our research was to obtain new, more soluble and biologically active derivatives of ellagic acid through acylation of phenol hydroxyls and obtaining supramolecular complexes with cyclodextrins, as well as to study the ability of the derivatives synthesized to eliminate the microorganism resistance to aminoglycoside antibiotics (by the example of gentamicin). The article represents the research results of the acylated derivatives of ellagic acid and its supramolecular derivatives with β-cyclodextrins. The structure of the compounds synthesized has been confirmed by NMR1H -spectroscopy and HPLC with a multiwave ultraviolet-detector. It has been shown that in sub-effective concentrations (0.001% solution) in the absence of direct antimicrobial and antifungal properties, tetrasuccinyl-digallic acid (5) reveals the ability to reduce sensitivity to gentamicin in polyresistant strains of microorganisms and sensitivity to nystatin in fungi resistant to it. It has been found that clathrate complexes of ellagotanin with β-cyclodextrins have no antiresistant activity, as well as other acylated derivatives of ellagic acid.

Keywords


ellagic acid; acylation; succinylation; HPLC (high-performance liquid chromatography); NMR 1H (nuclear magnetic resonance); antibactirial properties; antifungal properties

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GOST Style Citations






DOI: https://doi.org/10.24959/ophcj.14.821

Abbreviated key title: Ž. org. farm. hìm.

ISSN 2518-1548 (Online), ISSN 2308-8303 (Print)