Synthesis of novel 1,2,4-triazolosulfonamides as antifungal agents against phytopathogenic fungi
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Date
2018
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Punjab Agricultural University, Ludhiana
Abstract
A series of 1,2,4-triazolosulfonamides was synthesized by microwave irradiation method in
excellent yield, using sulfonyl chlorides and 1,2,4-triazoles as starting materials. The
products were characterized by FT-IR, 1H NMR, 13C NMR and screened for their antifungal
potential against various phytopathogenic fungi viz. Alternaria alternata, Curvularia lunata,
and Helminthosporium oryzae by poisoned food technique in terms of ED50 values. The
synthesized compounds displayed moderate to significant activity. Among all test
compounds, 4-Methyl-N-(1H-1,2,4-triazol-3-yl)benzenesulfonamide (4) and 4-Methyl-N-(4H-
1,2,4-triazol-4-yl)benzenesulfonamide (7) showed best antifungal activity against all test
fungi with respective ED50 values 4.0 and 3.4 μg ml-1 against Alternaria alternata, 2.3 and 2.0
μg/ml against Curvularia lunata and 3.5 and 3.0 μg/ml against Helminthosporium oryzae,
multifold lower than the standard fungicides used, Tilt and Captan. The results were
rationalized on the basis of in silico analysis viz. Toxicity analysis, Docking analysis and
Lipinski parameters.
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