Design, Synthesis and Molecular Docking Studies of Novel Indole–Isoxazole–Triazole Conjugates as Potent Antibacterial Agents

In search of better antibacterial agents, a series of novel 5-((aryl)methyl)-3-(1 H -indol-2-yl)isoxazole ( IIIa – e ) and 5-((3-chlorophenoxy)methyl)-3-(1-((1-(aryl)-1 H -1,2,3-triazol-4-yl)methyl)-1 H -indol-2-yl)isoxazole ( VIa – e ) were synthesized in one-pot by using indole-2-carbaldehyde ( I...

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Bibliographic Details
Published in:Russian journal of bioorganic chemistry 2021-03, Vol.47 (2), p.601-608
Main Authors: Prashanthi, M., Babu, H. Ramesh, Rani, Janapatla Uma
Format: Article
Language:English
Subjects:
Antiinfectives and antibacterials
Aromatic compounds
Benzene
Biochemistry
Biomedical and Life Sciences
Biomedicine
Bioorganic Chemistry
Chemical synthesis
Life Sciences
Molecular docking
Organic Chemistry
Streptomycin
Substitutes
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Summary:In search of better antibacterial agents, a series of novel 5-((aryl)methyl)-3-(1 H -indol-2-yl)isoxazole ( IIIa – e ) and 5-((3-chlorophenoxy)methyl)-3-(1-((1-(aryl)-1 H -1,2,3-triazol-4-yl)methyl)-1 H -indol-2-yl)isoxazole ( VIa – e ) were synthesized in one-pot by using indole-2-carbaldehyde ( I ), substituted (prop-2-yn-1-yloxy) benzene and different substituted 1-azidobenzene ( V ) and further evaluated for their in vitroantibacterial activity. 5-((3-Chlorophenoxy)methyl)-3-(1-((1-(3-(trifluoromethyl)phenyl)-1 H -1,2,3-triazol-4-yl)methyl)-1 H -indol-2-yl)isoxazole ( VId ) showed more potent activity against B. subtilis and S. aureus , whereas, the compound 5-((3-chlorophenoxy)methyl)-3-(1-((1-(3,5-dichlorophenyl)-1 H -1,2,3-triazol-4-yl) methyl)-1 H -indol-2-yl)isoxazole ( VIb )showed potent activity against S. aureus when compared with standard streptomycin. Molecular docking studies were also carried out to complement the experimental results.
ISSN:1068-1620
1608-330X
DOI:10.1134/S1068162021020217