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Licensed Unlicensed Requires Authentication Published by De Gruyter August 10, 2022

Design, synthesis and antimicrobial assessments of aminoacetylenic-piperazine nitroimidazole hybrid compounds

  • Anas J. Rasras , Raed A. Al-Qawasmeh EMAIL logo , Mohamed El-Naggar , Ihsan Shehadi , Mahmoud M. Elaasser and Yaseen A. Al-Soud ORCID logo EMAIL logo

Abstract

A new series of aminoacetylenic nitroimidazole piperazine hybrid compounds were prepared via three-component reaction. Mannich-type reaction was utilized to couple the nitroimidazole containing propargylic moiety with secondary amines and formaldehyde in the presence of Cu (I) catalyst. The newly synthesized molecules 10a–10w, were characterized an ambiguously through NMR and mass spectrometry. The prepared compounds were assessed in vitro for their antibacterial activity against selected gram-positive and gram-negative bacteria. All of the compounds had shown insignificant activities toward gram-negative bacteria. While compounds 10m, 10q, 10s and 10t had shown moderate activities against the gram–positive bacteria Staphylococcus aureus, Bacillus subtilis and against fungi Escherichia coli and Proteus vulgaris.


Corresponding authors: Raed A. Al-Qawasmeh, Pure and Applied Chemistry Group, Department of Chemistry, College of Sciences, University of Sharjah, 27272, Sharjah, UAE; Department of Chemistry, The University of Jordan, 11942, Amman, Jordan, E-mail: ; and Yaseen A. Al-Soud, Department of Chemistry, Faculty of Science, Al al-Bayt University, Al-Mafraq, Jordan, E-mail:

Acknowledgements

This work has been carried out during sabbatical leave granted to the author (Raed A. Al-Qawasmeh) from the University of Jordan during the academic year 2020–2021.

  1. Author contributions: All the authors have accepted responsibility for the entire content of this submitted manuscript and approved submission.

  2. Research funding: Authors wish to thank the Scientific Research Support Fund/Ministry of Higher Education, Jordan (grant No. Bas 1/1/2017) and RISE-University of Sharjah for technical support.

  3. Conflict of interest statement: The authors declare no conflicts of interest regarding this article.

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Supplementary Material

The online version of this article offers supplementary material (https://doi.org/10.1515/znc-2022-0043).


Received: 2022-03-02
Accepted: 2022-07-15
Published Online: 2022-08-10
Published in Print: 2023-03-28

© 2022 Walter de Gruyter GmbH, Berlin/Boston

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