African Journal of
Pure and Applied Chemistry

  • Abbreviation: Afr. J. Pure Appl. Chem.
  • Language: English
  • ISSN: 1996-0840
  • DOI: 10.5897/AJPAC
  • Start Year: 2007
  • Published Articles: 357

Full Length Research Paper

Synthesis, electronic spectra and inhibitory study of some Salicylaldehyde Schiff bases of 2-aminopyridine

Dueke-Eze, C. U.1 Fasina, T. M.1* and Idika, N.2
1Department of Chemistry, Faculty of Science, University of Lagos, Akoka, Lagos State, Nigeria. 2Department of Microbiology, Nigeria Institute of Medical Research, Lagos State, Nigeria
Email: [email protected]

  •  Accepted: 20 November 2010
  •  Published: 28 February 2011

Abstract

A series of Schiff bases namely N-(2-hydroxylbenzylidene)pyridin-2-amine (I), N-(5-nitro-2-hydroxylbenzylidene)pyridin-2-amine (II), N-(5-bromo-2-hydroxylbenzylidene)pyridin-2-amine (III) and  N-(5-methoxy-2-hydroxylbenzylidene)pyridin-2-amine (IV) derived from 2-aminopyridine and substituted benzyaldehydes are  reported  and characterized by IR, 1HNMR  and elemental analysis. The electronic absorption spectra of the compounds were studied in ethanol, N, N- dimethylformamide (DMF) and 1, 4-dioxane. The observed absorption bands were assigned to corresponding electronic transitions. A band above 400 nm obtained in II reveals keto-enol tautomerisim in DMF. In vitroscreening of the compounds on Staphylococcus aureus ATCC 25923, Enterococcus feacalis ATCC 29212, Pseudomonas aeruginosa ATCC 27853 andEscherichia coli ATCC 25922  in N, N- dimethylformamide (DMF) and 1,4-dioxane was studied using agar ditch method. The results indicate that the compounds have the capacity to inhibit the growth of S. aureus and E. coli in varying concentrations. The inhibitory ability was influenced by the solvent and substituent group on the salicyldene fragment.

 

Key words: Schiff base, 2,aminopyridine, keto-enol tautomerisim, inhibitory ability.