Synthesis and characterization of higher amino acid Schiff bases, as monosodium salts and neutral forms. Investigation of the intramolecular hydrogen bonding in all Schiff bases, antibacterial and antifungal activities of neutral forms

Gungor Ö., Gurkan P.

JOURNAL OF MOLECULAR STRUCTURE, cilt.1074, ss.62-70, 2014 (SCI-Expanded) identifier identifier

  • Yayın Türü: Makale / Tam Makale
  • Cilt numarası: 1074
  • Basım Tarihi: 2014
  • Doi Numarası: 10.1016/j.molstruc.2014.05.032
  • Dergi Adı: JOURNAL OF MOLECULAR STRUCTURE
  • Derginin Tarandığı İndeksler: Science Citation Index Expanded (SCI-EXPANDED), Scopus
  • Sayfa Sayıları: ss.62-70
  • Anahtar Kelimeler: Amino acid Schiff bases, Monosodium salts, Hydrogen bond, Antibacterial activity, Antifungal activity, SOLID-STATE, COPPER(II) COMPLEXES, SALICYLALDEHYDE, NI(II)
  • Gazi Üniversitesi Adresli: Evet

Özet

Schiff bases derived from 5-nitro-salicylaldehyde and 4-aminobutyric acid, 5-aminopentanoic acid and 6-aminohexanoic acid were synthesized both as monosodium salts (1a-3a) and neutral forms (1b-3b). The monosodium-Schiff bases were characterized by elemental analysis, H-1/C-13 NMR, IR, powder XRD, UV-vis spectra and conductivity measurements. The neutral-Schiff bases were characterized by elemental analysis, H-1/C-13 NMR, 2D NMR (HMQC), mass, IR, powder XRD, UV-vis spectra and conductivity measurements. The intramolecular hydrogen bonding and related tautomeric equilibria in all the Schiff bases were studied by UV-vis and H-1 NMR spectra in solution. Additionally, the neutral-Schiff bases were screened against Staphylococcus aureus-EB18, S. aureus-ATCC 25923, Escherichia coli-ATCC 11230, Candida albicans-M3 and C albicans-ATCC 16231. (C) 2014 Elsevier B.V. All rights reserved.