Synthesis, characterization, and antibacterial activity of novel pyrazole derivatives

被引:0
作者
Vashisht, Ketan [1 ]
Sethi, Pooja [1 ]
Ramasamy, Selva Kumar [1 ]
Bansal, Anshul [2 ]
Dar, Mohammad Ovais [3 ]
Singh, Manoj [4 ]
Alkhanjaf, Abdulrab Ahmed A. [5 ]
Ibrahim, Ahmed A. [6 ,7 ]
Umar, Ahmad [6 ,7 ,8 ]
Kumar, Raman [9 ]
Baskoutas, Sotirios [10 ]
机构
[1] Maharishi Markandeshwar, Dept Chem, Mullana, Haryana, India
[2] SA Jain Coll, Dept Chem, Ambala, Haryana, India
[3] Maharishi Markandeshwar, MM Coll Pharm, Ambala 133207, Haryana, India
[4] Maharishi Markandeshwar, Dept Biosci & Technol, Ambala 133207, Haryana, India
[5] Najran Univ, Coll Appl Med Sci, Dept Clin Lab Sci, Najran 11001, Saudi Arabia
[6] Najran Univ, Fac Sci & Arts, Dept Chem, Najran 11001, Saudi Arabia
[7] Najran Univ, STEM Pioneers Training Lab, Najran 11001, Saudi Arabia
[8] Ohio State Univ, Dept Mat Sci & Engn, Columbus, OH 43210 USA
[9] Maharishi Markandeshwar, Dept Biotechnol, Ambala 133207, Haryana, India
[10] Univ Patras, Dept Mat Sci, Patras 26504, Greece
关键词
Pyrazole; Antimicrobial; Molecular docking; DFT; SAR analysis; ANTIMALARIAL;
D O I
10.1016/j.molstruc.2025.141706
中图分类号
O64 [物理化学(理论化学)、化学物理学];
学科分类号
070304 ; 081704 ;
摘要
In this study, we report the synthesis and comprehensive characterization of a novel series of 4-((2,3,4,5substituted phenyl)diazenyl)-1-(2,5-dichlorophenyl)-3,5-dimethyl-1H-pyrazole derivatives (3a-j). The structural elucidation of these compounds was accomplished using IR spectroscopy, proton-NMR spectroscopy, carbonNMR spectroscopy, elemental analysis, and mass spectrometry. Biological evaluations demonstrated that compounds 3b, 3c, 3e, 3f, 3 g, 3h, and 3j exhibited moderate antibacterial activity against Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Pseudomonas fluorescens, Molecular docking studies were conducted with S. aureus dehydrosqualene synthase (PDB ID: 2ZCS), using Chloramphenicol as the reference. Notably, compounds 3a, 3d, and 3 g-3j displayed superior docking scores compared to Chloramphenicol. Additionally, Density Functional Theory (DFT) calculations using the B3LYP methodology were employed to determine the relative energies and electronic properties of compounds 3a-j. The findings of this research underscore the therapeutic potential of these pyrazole derivatives in combating bacterial infections, emphasizing the critical role of structure-activity relationship (SAR) analysis in drug development.
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页数:12
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