Development of novel antibiotics derived from pyridazine: Synthesis, spectroscopic characterization, in vitro antimicrobial activity and molecular docking studies

Mouad Lahyaoui; Mouad Filali; Khadija Benamar; Riham Sghyar; Kawtar Fikri-Benbrahim; Amal Haoudi; Ahmed Mazzah; Souad El khattabi; El Mestafa El Hadrami; Youssef Kandri Rodi; Nada Kheira Sebbar

Results in Chemistry (Aug 2024)

Development of novel antibiotics derived from pyridazine: Synthesis, spectroscopic characterization, in vitro antimicrobial activity and molecular docking studies

Mouad Lahyaoui,
Mouad Filali,
Khadija Benamar,
Riham Sghyar,
Kawtar Fikri-Benbrahim,
Amal Haoudi,
Ahmed Mazzah,
Souad El khattabi,
El Mestafa El Hadrami,
Youssef Kandri Rodi,
Nada Kheira Sebbar

Affiliations

Mouad Lahyaoui: Laboratory of Applied Organic Chemistry, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco; Corresponding authors.
Mouad Filali: Laboratory of Applied Organic Chemistry, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco
Khadija Benamar: Laboratory of Microbial Biotechnology and Bioactive Molecules, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco
Riham Sghyar: Laboratory of Applied Organic Chemistry, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco
Kawtar Fikri-Benbrahim: Laboratory of Microbial Biotechnology and Bioactive Molecules, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco
Amal Haoudi: Laboratory of Applied Organic Chemistry, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco
Ahmed Mazzah: University of Lille, CNRS, USR 3290, MSAP, Miniaturization for Synthesis, Analysis and Proteomics, Lille, France
Souad El khattabi: Laboratory of Engineering, Systems and Applications, National School of Applied Sciences, Sidi Mohamed Ben Abdellah-Fez University, BP Box 72, Fez, Morocco
El Mestafa El Hadrami: Laboratory of Applied Organic Chemistry, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco
Youssef Kandri Rodi: Laboratory of Applied Organic Chemistry, Faculty of Science and Techniques, Sidi Mohamed Ben Abdellah University, B.P. 2202, Route d’Imouzzer, Fez 30050, Morocco
Nada Kheira Sebbar: Laboratory of Plant Chemistry, Organic and Bioorganic Synthesis, Faculty of Sciences, Mohammed V University in Rabat, 4 Avenue Ibn Battouta B.P. 1014 RP, Morocco; Laboratory of Organic and Physical Chemistry, Applied Bioorganic Chemistry Team, Faculty of Sciences, Ibnou Zohr University, Agadir, Morocco; Corresponding authors.

Journal volume & issue: Vol. 10
p. 101699

Abstract

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In light of the increasing antibiotic resistance, it is crucial to discover new antimicrobial medications. Pyridazines are frequently investigated in research for the development of new chemical entities with enhanced therapeutic properties. Their structure allows for significant flexibility in the attachment of various functional groups, which is essential for drug discovery.Our work focuses on synthesizing new pyridazine derivatives (7a, 7b, 7c and 7d) through coupling reactions with various amino esters. The structures of these compounds have been analyzed using spectroscopic measurements including 1H, 13C NMR, IR, and mass spectroscopy. The compounds showed positive effects against two bacterial strains: Escherichia coli: ATCC25922 and Staphylococcus aureus: CIP543154. Molecular docking results of the protein 7AZ5 indicated significant affinities with these molecules through hydrogen bonds. Compounds 7a and 7d demonstrated the highest binding energies and the best antimicrobial activity, suggesting their potential as a model for creating novel and potent antimicrobial compounds.

Published in Results in Chemistry

ISSN: 2211-7156 (Online)
Publisher: Elsevier
Country of publisher: Netherlands
LCC subjects: Science: Chemistry
Website: https://www.journals.elsevier.com/results-in-chemistry/

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