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SYNTHESIS AND RESEARCH OF ANTIMICROBIAL AND ANTIFUNGAL ACTIVITY OF NEW BIOLOGICALLY ACTIVE N-PHENYLACETAMIDE DERIVATIVES OF THIETHANYLPYRIMIDINE-2,4(1H,3H)-DIONE

Abstract

As a result of this study, synthesis of N -phenylacetamide derivatives of thiethanylpyrimidine-2,4(1 H ,3 H )-dione was studied. The structure of the newly synthesized pyrimidin-2,4(1 H ,3 H )-dione derivatives was determined using spectral methods of analysis, and their physico-chemical properties were investigated. The antimicrobial and antifungal activity of the obtained compounds was studied.The identity of the synthesized compounds was confirmed by thin-layer chromatography and the determination of the meltingpoint, the establishment of the structure of the obtained compounds was carried out using IR and NMR spectroscopy methods. Determination of antimicrobial and antifungal activity was carried out by the method of "diffusion into agar" and tenfold serial dilutions in meat-peptone broth.The corresponding 2-chloroacetanilides were synthesized by acylation of arylamines with chloroacetyl chloride in an aqueous alkaline medium or in acetone. Alkylation of 6-methyl-3-(thiethan-3-yl)pyrimidine-2,4(1 H ,3 H )-dione with 2-chloroacetanilides in the presence of potassium carbonate leads to the formation of the corresponding N -phenylacetamide derivatives.As a result of the study of antimicrobial and antifungal activity, some patterns of the structure-activity relationship have been established. Thus, the presence of acetylphenyl, methyl fragments in the structure of acetamide derivatives of 6-methyl-3-(thiethane- 3-yl)pyrimidine-2,4(1 H ,3 H )-dione led to the manifestation of antimicrobial and antifungal propertiesThe obtained results show the prospects of searching for new antimicrobial and antifungal drugs in the series of N - phenylacetamide derivatives of thiethanylpyrimidine-2,4(1 H ,3 H )-dione whose structure is fundamentally different from the known antibacterial drugs.

About the Authors

S. A. Meshcheryakova
ФГБОУ ВО «Башкирский государственный медицинский университет» Минздрава России
Russian Federation


V. A. Kataev
ФГБОУ ВО «Башкирский государственный медицинский университет» Минздрава России
Russian Federation


I. Ya. Fattakhova
ФГБОУ ВО «Башкирский государственный медицинский университет» Минздрава России
Russian Federation


A. V. Shumadalova
ФГБОУ ВО «Башкирский государственный медицинский университет» Минздрава России
Russian Federation


A. K. Bulgakov
ФГБОУ ВО «Башкирский государственный медицинский университет» Минздрава России
Russian Federation


References

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Review

For citations:


Meshcheryakova S.A., Kataev V.A., Fattakhova I.Ya., Shumadalova A.V., Bulgakov A.K. SYNTHESIS AND RESEARCH OF ANTIMICROBIAL AND ANTIFUNGAL ACTIVITY OF NEW BIOLOGICALLY ACTIVE N-PHENYLACETAMIDE DERIVATIVES OF THIETHANYLPYRIMIDINE-2,4(1H,3H)-DIONE. Bashkortostan Medical Journal. 2018;13(3):66-69. (In Russ.)

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ISSN 1999-6209 (Print)