New 1,3-diphenyl-1 H -pyrazol-5-ols as anti-methicillin resistant Staphylococcus aureus agents: Synthesis, antimicrobial evaluation and in silico studies

• Published in: Heliyon 2024-07, Vol.10 (13), p.e33160
• Main Authors: Abdel Reheim, Mohamed A M, Abdel Hafiz, Ibrahim S, Reffat, Hala M, Abdel Rady, Hend S, Shehadi, Ihsan A, Rashdan, Huda R M, Hassan, Abdelfattah, Abdelmonsef, Aboubakr H
• Format: Article
• Language: English
• ISSN: 2405-8440; 2405-8440

In the present work, two hybrid series of pyrazole-clubbed pyrimidine and pyrazole-clubbed thiazole compounds from 4-acetyl-1,3-diphenyl-1 -pyrazole-5(4 )-ole were synthesized as novel antimicrobial agents. Their chemical structures were thoroughly elucidated in terms of spectral analyses such as IR, H NMR, C NMR and mass spectra. The compounds were evaluated for their antimicrobial efficiency against various standard pathogen strains, gram -ive bacteria ( , ), gram + ive bacteria (MRSA, ), and Unicellular fungi ( ) microorganisms. The ZOI results exhibited that most of the tested molecules exhibited inhibition potency from moderate to high. Where compounds , , , and represented the highest inhibition potency against most of the tested pathogenic microbes comparing with the standard drugs. In addition, the MIC results showed that the most potent molecules , , , and showed inhibition effect against most of the tested microbes at low concentration. Moreover, the docking approach of the newly synthesized compounds against DNA gyrase enzyme was performed to go deeper into their molecular mechanism of antimicrobial efficacy. Further, computational investigations to calculate the pharmacokinetics parameters of the compounds were performed. Among them , , , and are the most potent compounds revealed the highest inhibition efficacy against most of the tested pathogenic microbes comparing with the standard drugs.