The synthesis of a series of 1,2,4-triazole Schiff bases and Mannich bases incorporating an indole moiety is
described. The triazole Schiff bases were synthesized from 4-amino-3-mercapto-5-[(1H-indol-3-yl)methyl]-1,2,4-triazole
on treatment with a series of arylaldehyde in presence of (+)-tartaric acid as an acidic catalyst. The triazole Schiff bases
are further condensed with piperidine and formaldehyde to yield the corresponding series of Mannich bases. The structures
of Schiff bases and Mannich bases were established by IR, NMR and mass spectral data. All the synthesized compounds
were screened for their antibacterial and free radical scavenging activities. Schiff base 2d comprising of dichloro
substitution exhibited promising antibacterial activity against Bacillus subtilis spizizenni, Bacillus cereus and Staphylococcus
aureus at MIC 7.81 μg/ml. Mannich bases demonstrated weak free radical scavenging activity when compared to
their Schiff base counterparts.
Keywords: 1, 2, 4-Triazole, Antibacterial, Free radical scavenging activity, Indole, Mannich base, Schiff base.
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