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Synthesis, antimicrobial activity, and molecular docking study of formylnaphthalenyloxymethyl‐triazolyl‐ N ‐phenylacetamides
Author(s) -
Muluk Mahesh B.,
Dhumal Sambhaji T.,
Phatak Pramod S.,
Rehman Naziya N. M. A.,
Dixit Prashant P.,
Choudhari Prafulla B.,
Mane Ramrao A.,
Haval Kishan P.
Publication year - 2019
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3628
Subject(s) - chemistry , antimicrobial , dna gyrase , docking (animal) , combinatorial chemistry , antifungal , triazole , in vitro , antibacterial activity , stereochemistry , click chemistry , proton nmr , organic chemistry , biochemistry , bacteria , microbiology and biotechnology , escherichia coli , medicine , nursing , genetics , biology , gene
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.