Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐<i>N</i>‐phenylacetamides

Mahesh B. Muluk, Sambhaji T. Dhumal, Pramod S. Phatak, Naziya N. M. A. Rehman, Prashant P. Dixit, Prafulla B. Choudhari, Ramrao A. Mane, Kishan P. Haval

Journal of Heterocyclic Chemistry · 2019 · 25 citations · 43 references

Concepts

Abstract

In the present study, substituted formylnaphthalenyloxymethyl‐triazolyl‐ N ‐phenylacetamide derivatives ( 6a – k ) have been designed and synthesized employing click chemistry approach and evaluated for their in vitro antifungal and antibacterial activities. All the newly synthesized compounds were thoroughly characterized by 1 H NMR, 13 C NMR, and HRMS spectral techniques. Among the screened compounds, 6d , 6e , 6j , and 6k have shown good antifungal and antibacterial activities. Compound 6k has shown very effective antimicrobial activity. We further performed exploratory docking studies on microbial DNA gyrase to rationalize the in vitro biological data and to demonstrate the mechanism of antimicrobial activity. This is the first report to demonstrate the formylnaphthalenyloxymethyl, triazole, and N ‐phenylacetamide hybrids as potential antimicrobial agents.

References

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