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Synthesis and Biological Evaluation of Pyrrolo[2,3-d]pyrimidine Derivatives as a Novel Class of Antimicrobial and Antiviral Agents

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Abstract

A series of new pyrrolo[2,3-d]pyrimidine derivatives were prepared in good yields via the reaction of 6-aryl-7-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones with 1-chloropropan-2-ol, 3-chloropropane-1,2-diol, and 2-(2-chloroethoxy)ethanol. Some 6-aryl-7-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-4-ones were converted to 2-(6-aryl-4-oxo-7-phenyl-3,7-dihydro-4H-pyrrolo[2,3-d]pyrimidin-3-yl)acetohydrazides through intermediate esters, and the corresponding hydrazones were synthesized by the condensation with monosaccharides such as arabinose, glucose, and fructose. The structure of the newly synthesized compounds was elucidated by microanalytical and spectroscopic measurements. Some of the new compounds were shown to have promising antimicrobial (compared to Gentamicin) and antiviral activities (compared to Ribavirin), including the activity against Newcastle disease.

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Menoufia University, Shebin Elkom, 32511, Menoufia, Egypt

    K. Hilmy & E. Aish

  2. Central Laboratory for Evaluation of Veterinary Biologics, Veterinary Serum and Vaccine Research Institute, Agricultural Research Centre, 11311, Cairo, Egypt

    M. Tag, M. Elsafty & H. Attia

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  1. K. Hilmy
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  2. M. Tag
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Correspondence to K. Hilmy.

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Hilmy, K., Tag, M., Aish, E. et al. Synthesis and Biological Evaluation of Pyrrolo[2,3-d]pyrimidine Derivatives as a Novel Class of Antimicrobial and Antiviral Agents. Russ J Org Chem 57, 430–439 (2021). https://doi.org/10.1134/S1070428021030155

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