Imino-4-Methoxyphenol Thiazole Derived Schiff Base Ligands: Synthesis, Spectral Characterization and Antimicrobial Activity

Abstract

Two imino-4-methoxyphenol thiazole derived Schiff bases, 3-(5-nitrothiazol-2-ylimino)methyl)-4-methoxyphenol (4) and 3-(5-ethyl-1,3,4-thiadiazol-2-ylimino)methyl)-4-methoxyphenol (5) were synthesized by condensing 2-amino-5-nitrothiazole (1) and 2-amino-5-ethyl-1,3,4-thiadiazole (2) with 5-hydroxy-2-methoxybenzaldehyde (3). The obtained ligands were characterized by using UV-visible, 1 H, 13 C-NMR and MS techniques. Data obtained from the above techniques confirmed the molecular structures of the obtained compounds. The optimized structures of the compounds were done using ACD simulation software. The synthesized compounds were tested for their antibacterial (E. coli and R. solanacearum) and antifungal (F. oxysporum and A. niger) activities. The results from these studies showed that the compounds are moderately active against the tested species of bacteria and fungi. The microbial growth inhibition by compound 4 was significantly higher than compound 5. Microbial growth inhibition activity of both the compounds was less compared with their standard drugs.