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Bioactivity of azomethines derived mechanochemically from 2-amino pyridine and studies on the effect of substituents on the reaction
Author : Madhushree Das Sarma and Subhojit Ghosh*
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ABSTRACT
Azomethines with pyridine framework serve as excellent pharmacophore. A number of azomethine derivatives were synthesized from 2-aminopyridine and differently substituted aromatic aldehydes in excellent to almost quantitative yields through green, mechanochemical protocol. Influence of the substituents in the nuclei of aromatic aldehydes on the rate of the reaction was investigated. Presence of ortho hydroxy groups in the nucleus of aromatic aldehydes led to the completion of the reactions in almost no time with nearly quantitative yields. 2,2ʹ-diphenyl-1-picrylhydrazyl (DPPH) radical was used to evaluate the in vitro antioxidant activity of the prepared azomethines and the results were compared with standard natural antioxidant L-ascorbic acid. Most of the derivatives showed fairly strong antioxidant property. Antibacterial activity of the prepared azomethines were examined against Bacillus subtilis (Gram-positive) and Escherichia coli (Gram-negative) strains by using agar well diffusion method. Some of the azomethines exhibited encouraging antibacterial activities.
KEYWORD
Azomethine, mechanochemistry, DPPH, antibacterial activity