The antibacterial activity of some sulfonamides and sulfonyl hydrazones, and 2D-QSAR study of a series of sulfonyl hydrazones


ASLAN H. G., ÖZCAN S., Karacan N.

SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY, vol.98, pp.329-336, 2012 (SCI-Expanded) identifier identifier identifier

  • Publication Type: Article / Article
  • Volume: 98
  • Publication Date: 2012
  • Doi Number: 10.1016/j.saa.2012.08.043
  • Journal Name: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Journal Indexes: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Page Numbers: pp.329-336
  • Keywords: Sulfonamides, Sulfonyl hydrazones, Antibacterial activity, QSAR, CARBONYLS M(CO)(6) M, METAL-CARBONYLS, SPECTROSCOPIC CHARACTERIZATION, PHOTOCHEMICAL-REACTIONS, FT-IR, RE(CO)(5)BR, MN(CO)(3)CP, MO, METHANESULFONYLHYDRAZONE, DERIVATIVES
  • Erciyes University Affiliated: Yes

Abstract

Benzenesulfonicacid-1-methylhydrazide (1) and its four aromatic sulfonyl hydrazone derivatives (laid). N-(3-amino-2-hydroxypropyl)benzene sulfonamide (2) and N-(2-hydroxyethyl)benzenesulfonamide (3) were synthesized and their structures were determined by IR, H-1 NMR, C-13 NMR, and LCMS techniques. Antibacterial activities of new synthesized compounds were evaluated against various bacteria strains by microdilution and disk diffusion methods. The experimental results show that presence of OH group on sulfonamides reduces the antimicrobial activity, and antimicrobial activities of the sulfonyl hydrazones (1a-1d) are smaller than that of the parent sulfonamide (1), except Candida albicans. In addition, 2D-QSAR analysis was performed on 28 aromatic sulfonyl hydrazones as antimicrobial agents against Escherichia coli and Staphylococcus aureus. In the QSAR models, the most important descriptor is total point-charge component of the molecular dipole for E. coli, and partial negative surface area (PNSA-1) for S. aureus. (C) 2012 Elsevier B.V. All rights reserved.