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Tropical Journal of Pharmaceutical Research
Pharmacotherapy Group, Faculty of Pharmacy, University of Benin, Benin City, Nigeria
ISSN: 1596-5996
EISSN: 1596-9827
Vol. 13, No. 10, 2014, pp. 1689-1696
Bioline Code: pr14232
Full paper language: English
Document type: Research Article
Document available free of charge

Tropical Journal of Pharmaceutical Research, Vol. 13, No. 10, 2014, pp. 1689-1696

 en Synthesis and Antibacterial Evaluation of 2-(1,3- Benzodioxol-5-ylcarbonyl)arylsulfonohydrazide Derivatives
Siddiqa, Asia; Rehman, Aziz-ur; 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 check for this species in other resources ), 8.37 ± 2.22 ( E. coli check for this species in other resources ), 9.28 ± 2.31 ( P. aeroginosa check for this species in other resources ), 11.76 ± 1.30 ( B. subtilis check for this species in other resources ) and 10.30 ± 1.63 ( S. aureus check for this species in other resources ) μmoles/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 μmoles/L respectively.
Conclusion: The most potent of the synthesized compounds (5k) posesses moderate activity against all the bacterial strains, while 5g remained completely inactive.

Keywords
1,3-Benzodioxol-5-carboxylic acid; Antibacterial activity; Sulfonohydrazide; Synthesis

 
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