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- Title
Synthesis and Antibacterial Evaluation of 2-(1,3-Benzodioxol-5-ylcarbonyl)arylsulfonohydrazide Derivatives.
- Authors
Siddiqa, Asia; Aziz-ur-Rehman; Abbasi, Muhammad Athar; Rasool, Shahid; Khan, Khalid Mohammed; Ahmad, Irshad; Afzal, Saira
- Abstract
Purpose: To study the antibacterial activity of various sulfonamides derived from 1,3-benzodioxol-5-carbohydrazide. Methods: The synthesis involved the conversion of 1,3-benzodioxol-5-carboxylic acid (1) to ethyl 1,3-benzodioxol-5-carboxylate (2) and then to 1,3-benzodioxol-5-carbohydrazide (3). The target molecules, 2-(1,3-benzodioxol-5-ylcarbonyl)arylsulfonohydrazide derivatives (5a-l) were synthesized through a benignant method from aqueous medium by the reaction of 3 and arylsulfonyl chlorides (4a-l). The structural formulae of the synthesized compounds were characterized by infra red spectroscopy (IR), proton nuclear magnetic resonance (1H-NMR) and electron impact mass spectrometry (EI-MS). The compounds were screened for in vitro antibacterial activity by determining their minimum inhibitory concentration (MIC). Results: The molecule, 5k, bearing 2-hydroxy-3,5-dichlorophenyl group exhibited the highest activity with MIC of 11.92 ± 3.40 (S. typhi), 8.37 ± 2.22 (E. coli), 9.28 ± 2.31 (P. aeroginosa), 11.76 ± 1.30 (B. subtilis) and 10.30 ± 1.63 (S. aureus) ymoles/L relative to that of ciprofloxacin with 9.42 ± 1.09, 8.02 ± 2.17, 8.11 ± 1.32, 8.88 ± 2.00 and 9.23 ± 1.87 ymoles/L respectively. Conclusion: The most potent of the synthesized compounds (5k) posesses moderate activity against all the bacterial strains, while 5g remained completely inactive.
- Subjects
SULFONAMIDE drugs; ANTIBACTERIAL agents; CARBOXYLATES; MASS spectrometry; CARBOXYLIC acids; CHEMICAL synthesis; SULFONYL chlorides; INFRARED spectroscopy
- Publication
Tropical Journal of Pharmaceutical Research, 2014, Vol 13, Issue 10, p1689
- ISSN
1596-5996
- Publication type
Academic Journal
- DOI
10.4314/tjpr.v13i10.17