Microwave-assisted synthesis computational studies and antibacterial/ anti-inflammatory activities of compounds based on coumarin-pyrazole hybrid

摘要

An efficient, high-yield and rapid synthesis of (E)-1,5-dimethyl-4-((2-((substituted-2-oxo-2H-chromen-4-yl)methoxy)naphthalen-1-yl)methyleneamino)-2-phenyl-1,2-dihydropyrazol-3-one derivatives >(3a–3i) containing Schiff base structures under microwave-irradiation has been described. Schiff base is a potential target to discover anti-inflammatory chemotherapeutics, material science, catalysis and molecular magnetism. All the newly synthesized compounds >(3a–3i) have been characterized by elemental analysis and spectroscopic techniques. The synthesized compounds >(3a–3i) were evaluated for their antibacterial activity by agar-well diffusion method and anti-inflammatory activity by egg albumin denaturation method. The compounds >(3e) and >(3i) exhibit antibacterial effect with minimum inhibitory concentration (MIC) 0.78 µg ml⁻¹ and MIC 1.562 µg ml⁻¹ against Gram-positive Staphylococcus aureus bacterial strain compared with standard ciprofloxacin drug (MIC 6.25 µg ml⁻¹). The compounds >(3c) and >(3f) exhibited an inhibition of heat-induced protein denaturation at the concentration (31.25 µg ml⁻¹) as 53.65% and 67.27%, respectively, and these compounds are more active than standard aceclofenac drug (5.50%). Molecular docking study has been performed for all the synthesized compounds with S. aureus dihydropteroate synthetase and results obtained are quite promising.