SYNTHESIS, CHARACTERIZATION AND STUDY OF BIOLOGICAL ACTIVITIES OF MANNICH BASES DERIVED FROM 4-(FURAN-2-YL-METHYLENEAMINO)-3-(2- HYDROXYPHENYL)-1H-1,2,4-TRIAZOLE-5-THIONE
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Amrit Campus
Abstract
Triazole nucleus has been studied a lot since the last decade because of its various
potent biological activities. The pharmacological application of triazoles has been
widely recognized and well documented. Allocating various biological activities of
triazole derivative in one place has been the milestone for new research towards this
moiety.
Triazole derivatives such as Schiff bases have been introduced as the potent bioactive
compound. They possess various biological activities and are mostly derived from the
triazole nucleus via condensation of primary amino compounds with aldehyde or
ketone. However, there is not much documentation about the Mannich bases as their
study has begun lately. Mannich bases are the β−aminoketone which are generally
formed when amine, aldehyde and carbon acid reacts. Mannich bases have shown
multiple biological activities such as antibacterial, antifungal, antiviral, anticancer,
etc.
Schiff base (4) was converted into thione based Mannich bases (5a and 5b) by
reaction with diphenylamine/piperazine in presence of formaldehyde in ethanol.
These newly synthesized thione based Mannich bases were characterized by
elemental analysis such as UV, FT-IR, 1
H-NMR and 13C-NMR. These Mannich bases
were also tested against several bacterial and fungal strains. Mannich bases containing
Piperazine moiety (5b) showed better antifungal property than Mannich bases with
diphenylamine moiety (5a) whereas 5a showed better antibacterial activity than 5b.