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Efficient Synthesis and Antimicrobial Evaluation of Acyclic Pyrimidine Nucleosides and Their Sulfanyl Analogs

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Abstract

A facile synthetic approach has been proposed for a new series of uracil acyclic nucleosides and their sulfanyl analogs via reaction of pyrimidine derivatives with a number of acyclic halides such as 4-bromobutyl acetate, 2-(bromomethoxy)ethyl acetate, 3-chloropropan-1-ol, epichlorohydrin, allyl bromide, and propargyl bromide). The desired products were obtained in good yields (68–90%) at room temperature in the presence of potassium carbonate. Some of the synthesized compounds showed significant antibacterial activity against Bacillus cereus, Staphylococcus aureus, Escherichia coli, and Pseudomonas aeruginosa (inhibition zone diameter 19–29 mm compared to 21–26 mm for Ampicillin taken as reference drug).

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Authors and Affiliations

  1. Department of Chemistry, College of Science and Arts – Alkamil, Univeristy of Jeddah, 23218, Jeddah, Saudi Arabia

    J. Alkabli

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

    A. H. Moustafa

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  1. J. Alkabli
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  2. A. H. Moustafa
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Correspondence to J. Alkabli or A. H. Moustafa.

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Alkabli, J., Moustafa, A.H. Efficient Synthesis and Antimicrobial Evaluation of Acyclic Pyrimidine Nucleosides and Their Sulfanyl Analogs. Russ J Org Chem 58, 385–393 (2022). https://doi.org/10.1134/S1070428022030186

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  • DOI: https://doi.org/10.1134/S1070428022030186

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