Affiliation:
1. Department of Chemistry, Faculty of Science, Mansoura University, Mansoura 35516, Egypt
2. Department of Chemistry, College of
Science, Northern Border University, Arar 1321, Saudi Arabia
Abstract
:
In this study, a series of novel pyrazole-based compounds were synthesized starting
from the precursor ethyl 3-(4-amino-1-phenyl-3-((4-sulfamoylphenyl)carbamoyl)-1Hpyrazol-
5-yl)-3-oxopropanoate (2). Various synthetic routes were used to obtain pyrazolylpyrazolone
3, tricyclic dipyrazolopyridine 4a-c, thiazolyl-bipyrazoles 5 & 6, pyrazolo[4,3-
b]pyridines 7 & 9, and tricyclic pyranopyrazolopyridine 10a–c. These compounds were
screened for their antibacterial activity against four bacterial strains. The promising candidates
4a, 4b, 4c, 7, 9, and 10c exhibited minimum inhibitory concentrations ranging from
0.98 to 31.25 μg/mL. The in silico ADME properties for the active compounds exhibited
similar physiochemical properties, with compound 9 demonstrating the best likeness and no
inhibition effect on the popular drug metabolism enzyme CYP. Molecular docking simulations
highlighted compounds 9 and 10c as potent antibacterial agents via DNA-gyrase inhibition
Publisher
Bentham Science Publishers Ltd.