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

被引:2
|
作者
Lahyaoui, Mouad [1 ]
Filali, Mouad [1 ]
Benamar, Khadija [2 ]
Sghyar, Riham [1 ]
Fikri-Benbrahim, Kawtar [2 ]
Haoudi, Amal [1 ]
Mazzah, Ahmed [3 ]
El Khattabi, Souad [4 ]
El Hadrami, El Mestafa [1 ]
Rodi, Youssef Kandri [1 ]
Sebbar, Nada Kheira [5 ,6 ]
机构
[1] Sidi Mohamed Ben Abdellah Univ, Fac Sci & Tech, Lab Appl Organ Chem, BP 2202,Route Imouzzer, Fes 30050, Morocco
[2] Sidi Mohamed Ben Abdellah Univ, Fac Sci & Tech, Lab Microbial Biotechnol & Bioact Mol, BP 2202,Route Imouzzer, Fes 30050, Morocco
[3] Univ Lille, CNRS, USR 3290, MSAP Miniaturizat Synth Anal & Prote, Lille, France
[4] Sidi Mohamed Ben Abdellah Fez Univ, Natl Sch Appl Sci, Lab Engn Syst & Applicat, BP Box 72, Fes, Morocco
[5] Mohammed V Univ Rabat, Fac Sci, Lab Plant Chem Organ & Bioorgan Synth, 4 Ave Ibn Bttouta,BP 1014 RP, Rabat, Morocco
[6] Ibnou Zohr Univ, Fac Sci, Lab Organ & Phys Chem, Appl Bioorgan Chem Team, Agadir, Morocco
关键词
Pyridazine; Amino Esters; Antimicrobial activity; Docking study; Coupling; ANTIINFLAMMATORY ACTIVITY; ANTIOXIDANT; DERIVATIVES;
D O I
10.1016/j.rechem.2024.101699
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
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.
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页数:7
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