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Synthesis and Antimicrobial Activity of Some New Pyrimidine Nucleosides and Their Analogs

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Abstract

Glycosylation of 2-oxo(sulfanylidene)-3-phenyl-6-[4-(propan-2-yl)phenyl]pyrimidine-5-carbo­nitritles with glucosyl and galactosyl bromides in the presence of potassium hydroxide afforded mixtures of N- and O- or N- and S-glycosides which were deacetylated with triethylamine to give the corresponding free nucleosides. Alkylation of the same pyrimidinecarbonitriles with 3-chloropropan-1-ol and epichlorohydrin yielded N- and S-derivatives. The structure of the new compounds was established using spectral data. Some of the synthesized compounds showed moderate activity against gram-positive and gram-negative bacteria and fungi.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Zagazig University, 44519, Zagazig, Egypt

    A. H. Moustafa & S. M. Mohammed

  2. Higher Institution of Engineering and Modern Technology, Elmarg, 13774, Cairo, Egypt

    H. A. El-Sayed

  3. Department of Medical Laboratories, Higher Institute of Medical Sciences and Technology-Abu Salim, 21821, Tripoli, Libya

    H. A. Morsy & A. S. A. Mohamed

Authors
  1. A. H. Moustafa
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  2. H. A. El-Sayed
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  3. H. A. Morsy
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  4. A. S. A. Mohamed
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  5. S. M. Mohammed
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Correspondence to A. H. Moustafa or S. M. Mohammed.

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Moustafa, A.H., El-Sayed, H.A., Morsy, H.A. et al. Synthesis and Antimicrobial Activity of Some New Pyrimidine Nucleosides and Their Analogs. Russ J Org Chem 59, 99–107 (2023). https://doi.org/10.1134/S1070428023010116

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  • DOI: https://doi.org/10.1134/S1070428023010116

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