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, cilt.98, ss.329-336, 2012 (SCI-Expanded) identifier identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 98
  • Basım Tarihi: 2012
  • Doi Numarası: 10.1016/j.saa.2012.08.043
  • Dergi Adı: SPECTROCHIMICA ACTA PART A-MOLECULAR AND BIOMOLECULAR SPECTROSCOPY
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.329-336
  • Anahtar Kelimeler: 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
  • Gazi Üniversitesi Adresli: Evet

Özet

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.