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Anti-Infective Agents

Author(s): Niranjan Kaushik*, Nitin Kumar, Anoop Kumar and Vikas Sharma

DOI: 10.2174/2211352518666200617144227

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Synthesis and Biological Activity of 3-(substitutedphenyl)-6-(4-methoxy phenyl)-7H-[1,2,4]triazolo[3,4-b][1,3,4]thiadiazine: Part II

Page: [162 - 168] Pages: 7

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Abstract

Background: Fungal infections are opportunistic infections that become a serious problem for human health.

Objective: Considering the antifungal potential of the triazole nucleus, the study was carried out with the objective of synthesizing some novel triazole derivatives with antifungal potential.

Methods: 1,2,4-triazole derivatives were synthesized via a two-step reaction (reported earlier). The first step involves the reaction of substituted benzoic acid with thiocarbohydrazide to form 4- amino-3-(substituted phenyl)-5-mercapto-1, 2, 4-triazole derivatives (1a-1k) while in the second step, synthesized compounds (1a-1k) were then subsequently treated with substituted acetophenone to yield substituted (4-methoxyphenyl-7H-[1, 2, 4] triazolo [3, 4-b][1,3,4] thiadiazine derivatives (2a-2k). All synthesized compounds were characterized by IR, 1H NMR, and Mass spectral data analysis and were screened for their antifungal properties against different fungal strains i.e. Candida tropicalis (ATCC-13803, ATCC-20913), Candida albicans (ATCC-60193), Candida inconspicua (ATCC-16783) and Candida glabrata (ATCC-90030, ATCC-2001).

Results: Compound 2d displayed better percentage inhibition (26.29%, 24.81%) than fluconazole (24.44%, 22.96%) against ATCC-16783, ATCC-2001 fungal strains respectively at 100μg/ml. Compound 2f also displayed better percentage inhibition (28.51%) against ATCC-90030 as compared to fluconazone (27.4%) at 200 μg/ml. Similarly, compounds 2e and 2j also exhibited better antifungal properties than fluconazole at 200μg/ml. Compound 2e was found most potent against ATCC-13803 (30.37%) and ATCC-90030 (30.37%) fungal strains as compared to fluconazole (28.14%, 27.4%) at 200 μg/ml respectively whereas compound 2j exhibited better antifungal activity (28.51%) against ATCC-60193 than fluconazole (27.7%) at 200 μg/ml.

Conclusion: The results were in accordance with our assertions for triazole derivatives, as all compounds displayed moderate to good antifungal activity.

Keywords: Triazole, thiadiazine, fluconazole, thiocarbohydrazide, benzoic acid, antifungal activity.

Graphical Abstract

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