5-Sulfurofunctionalized (1,3-thiazolidin-2-ylidene)pyrimidine-2,4,6-triones and their antibacterial activity

Authors

  • M. V. Litvinchuk Lesya Ukrainka East European National University, Ukraine
  • A. V. Bentya Institute of Organic Chemistry of the NAS of Ukraine, Ukraine
  • A. M. Grozav Bukovinian State Medical University, Ukraine
  • N. D. Yakovychuk Bukovinian State Medical University, Ukraine
  • N. Yu. Slyvka Lesya Ukrainka East European National University, Ukraine
  • M. V. Vovk Institute of Organic Chemistry of the NAS of Ukraine, Ukraine

DOI:

https://doi.org/10.24959/ophcj.18.943

Keywords:

5-sulfurofunctionalized 1, 3-thiazolidines, derivatives of barbituric acid, antibacterial activity

Abstract

Aim. Studying of the antimicrobial and antifungal activity of 5-sulfurofunctionalized derivatives (1,3-thiazolidine-2-ylidene)pyrimidine-2,4,6(1H,3H,5H)-triones, obtained by the interaction of [5-(iodomethyl)thiazolidine-2-ylidene]pyrimidine-2,4,6(1H,3H,5H)-triones with a number of S-nucleophilic reagents.

Results and discussion. A series of new derivatives containing 5-thiocyanato(acetylthio, butylxanthonato)methyl groups has been synthesized by functionalization of [5-(iodomethyl)thiazolidine-2-ylidene]pyrimidine-2,4,6(1H,3H,5H)-triones with sulfur-containing reagents. Among the synthesized compounds substances with moderate antibacterial and antifungal activity were found.

Experimental part. Novel 5-thiofunctionalized derivatives were obtained by reaction of [5-(iodomethyl)thiazolidine-2-ylidene]pyrimidine-2,4,6(1H,3H,5H)-triones with potassium thiocyanate, potassium thioacetate in dimethylformamide or potassium buthylxanthate in ethanol with 72-99% yields. The structure of new compounds was confirmed by complex spectral methods. Screening of the antifungal and antimicrobial effects of the synthesized compounds was carried out using a micro-method of double serial dilutions in a liquid nutrient medium.

Conclusions. 5-Sulfurofunctionalized (1,3-thiazolidine-2-ylidene)pyrimidine-2,4,6-triones, obtained by the reaction of corresponding 5-iodomethyl derivatives with a number of S-nucleophilic reagents, have shown moderate antimicrobial and antifungal activity and are promising for further in-depth research.

 

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Published

2018-09-19

How to Cite

(1)
Litvinchuk, M. V.; Bentya, A. V.; Grozav, A. M.; Yakovychuk, N. D.; Slyvka, N. Y.; Vovk, M. V. 5-Sulfurofunctionalized (1,3-Thiazolidin-2-ylidene)pyrimidine-2,4,6-Triones and Their Antibacterial Activity. J. Org. Pharm. Chem. 2018, 16, 39-44.

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Section

Original Researches