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International Journal of Medicinal Chemistry
Volume 2012 (2012), Article ID 367815, 13 pages
http://dx.doi.org/10.1155/2012/367815
Research Article

Room Temperature Synthesis and Antibacterial Activity of New Sulfonamides Containing N,N-Diethyl-Substituted Amido Moieties

1Department of Chemistry, Covenant University, Canaanland, P.M.B. 1023, Ogun State, Ota, Nigeria
2Department of Chemistry, University of Lagos, Lagos State, Akoka 100001, Nigeria
3New Functional Polymeric Material Group, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences (CAS), Beijing 100190, China
4Test Center of Antimicrobial Materials, Technical Institute of Physics and Chemistry, Chinese Academy of Sciences (CAS), Beijing 100190, China

Received 26 July 2012; Accepted 5 September 2012

Academic Editor: Patrick Bednarski

Copyright © 2012 Olayinka O. Ajani et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

Abstract

Sulfonamide drugs which have brought about an antibiotic revolution in medicine are associated with a wide range of biological activities. We have synthesized a series of α-tolylsulfonamide, 1–11 and their substituted N,N-diethyl-2-(phenylmethylsulfonamido) alkanamide derivatives, 12–22 in improved and excellent yields in aqueous medium at room temperature through highly economical synthetic routes. The chemical structures of the synthesized compounds 1–22 were confirmed by analytical and spectral data such as IR, 1H- and 13C-NMR, and mass spectra. The in vitro antibacterial activity of these compounds along with standard clinical reference, streptomycin, was investigated on two key targeted organisms. It was observed that 1-(benzylsulfonyl)pyrrolidine-2-carboxylic acid, 2 emerged as the most active compound against Staphylococcus aureus at MIC value of 1.8 μg/mL while 4-(3-(diethylamino)-3-oxo-2-(phenylmethylsulfonamido) propyl)phenyl phenylmethanesulfonate, 22 was the most active sulfonamide scaffold on Escherichia coli at MIC value of 12.5 μg/mL.