Synthesis, Characterization and Evaluation of New Pyrazoline Derivatives Containing Sulfonamide Moiety as Anti-Microbial and Anti-inflammatory Agents
Author(s): Zeyad D Najmuldeen* and Tagreed NA Omar
Abstract
Nitrogen containing heterocyclic compounds has received considerable attention due to their wide range of pharmacological activity such as anti-bacterial, antifungal, antioxidant, antiviral, anticancer, anti-inflammatory, analgesic and anticonvulsant. New sulfonamide pyrazoline derivatives (Z1-6) have been synthesized, by four steps: The first step included synthesis of chalcone using cross aldol condensation (claisen schmidt), the second step included synthesis of 2-chloro-N-(4-sulfamoylphenyl) acetamide (S), the third step included the synthesis of 2-hydrazineyl-N-(4-sulfamoylphenyl) acetamide (SH), finally; the fourth step involve the synthesis of 2-(3,5-diphenyl-4,5-dihydro-1H-pyrazol-1-yl)-N-(4-sulfamoylphenyl) acetamide derivatives (Z1-6) the final compounds, the progress of reaction was monitored by the use of thin layer chromatography and the structures of the synthesized compounds were characterized by FT-IR and 1H-NMR spectroscopy and evaluated preliminarily for their anti-inflammatory and anti-microbial activities. All synthesized compounds were tested in vitro against gram positive, gram negative bacteria by using a well diffusion method in two different concentrations and the result, all compounds possess high to moderate anti-bacterial activity in high concentration, compound Z2 exert a high activity in both concentrations as well as some compounds show anti-fungal activity when tested against Candida albicans and compound Z4 has greater inhibition of the fungal growth when compared with fluconazole as reference. In vivo anti-inflammatory activity of the final compounds (Z1-6) was studied in rats using egg white induced edema method. All synthesized compound showed anti-inflammatory activity compared to the control group while compounds Z5, Z2 showed more anti-inflammatory activity compared with diclofenac as reference.