Biological evaluation of some triazole and triazolothiadiazine derivatives

Year 2012, Volume: 16 Issue: 3, 229 - 234, 07.03.2014

Usama Mohsen

Abstract

ABSTRACT: Triazole and triazoles fused with six-membered ring systems are found to possess
diverse applications in the field of medicine, agriculture and industry. The 1,2,4-triazole
and 1,2,4-triazolo[3,4-b][1,3,4]thiadiazines derivatives were synthesized as cholinesterase
inhibitors. The reaction of 1H-indol-3-acetic acid with thiocarbohydrazide gave the 4-amino-
3-mercapto-5-[(1H-indol-3-yl)methyl]-4H-1,2,4-triazole. The reaction of triazole with arylaldehydes
in ethanol gave the 4-arylideneamino-3-mercapto-5-[(1H-indol-3-yl)methyl]-4H-
1,2,4-triazoles. The 3-[(1H-indol-3-yl)methyl]-6-aryl-7H-1,2,4-triazolo[3,4-b][1,3,4]thiadiazines
were obtained by condensing triazole with phenacylbromides in absolute ethanol. The
chemical structures of the compounds were elucidated by IR, 1H-NMR and FAB+-MS spectral
data and elemental analysis. Each derivative was evaluated for its ability to inhibit acetylcholinesterase
(AChE) using a modification of Ellman’s spectrophotometric method.
Compounds 1b and 1c can be identified as promising anticholinesterase agents due to their
inhibitory effect on AChE with IC50 value of 96.45±8.14 and 76.24±6.42 μM respectively
when compared with Donepezil (IC50 =0.056±0.001μM).
KEY WORDS: Indole, triazole, triazolothiadiazine, cholinesterase inhibitors

Keywords

Indole, triazole, triazolothiadiazine, cholinesterase inhibitors

Biological evaluation of some triazole and triazolothiadiazine derivatives

Abstract

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