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Synthesis and biological evaluation of new aza-acyclic nucleosides and their hydrogen complexes from indole

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Abstract

Three novel aza-acyclic nucleosides and two hydrogen complexes were isolated by flash chromatography after being produced in a reaction between indole and dibenzosulfonyl diethylamine (which had previously been prepared) in the presence of sodium and absolute ethanol as a basic catalyst. Structures of new compounds and complexes were determined by 1D-NMR: 1H NMR, 13C NMR, DEPT-135, 2D-NMR: COSY, HMQC, HSQC, HMBC, IR, and MS spectroscopy. The synthesized compounds were evaluated against a wide range of microorganisms, including Gram-positive and Gram-negative bacteria as well as fungal strains. These compounds showed good biological activity.

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The data presented in this study are available in this article.

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Samples of the compounds are not available from the authors.

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Funding

This project was funded by Albaath University, Homs, Syria (Approval Number 956-05).

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Authors and Affiliations

  1. Department of Chemistry, Faculty of Science, Albaath University, Homs Syria, Erzurum, 25080, Turkey

    Suzan Alhilal

  2. Department of Nursing, Faculty of Health Sciences, Mardin Artuklu University, Mardin, 47200, Turkey

    Mohammad Alhilal

  3. Department of Chemistry, Faculty of Science, Islamic University of Madinah, Madinah, 42351, Saudi Arabia

    Sobhi M. Gomha

  4. Department of Chemistry, Faculty of Science, Cairo University, Giza, 12613, Egypt

    Sobhi M. Gomha

  5. Botany and Microbiology Department, Faculty of Science, Cairo University, Giza, 12613, Egypt

    Salama A. Ouf

Authors
  1. Suzan Alhilal
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  2. Mohammad Alhilal
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  3. Sobhi M. Gomha
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  4. Salama A. Ouf
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Contributions

SMG performed conceptualization; MA, SA, and SAO performed data curation and investigation; MA, SA, SMG, and SAO carried out formal analysis; MA, SA, and SAO; MA provided methodology; MA performed project administration; MA and SMG performed writing—original draft; SA and SAO performed writing—review and editing. All authors have read and agreed to the published version of the manuscript.

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Correspondence to Mohammad Alhilal or Sobhi M. Gomha.

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Alhilal, S., Alhilal, M., Gomha, S.M. et al. Synthesis and biological evaluation of new aza-acyclic nucleosides and their hydrogen complexes from indole. Res Chem Intermed 48, 3567–3587 (2022). https://doi.org/10.1007/s11164-022-04760-3

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  • DOI: https://doi.org/10.1007/s11164-022-04760-3

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