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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 50, 2020 - Issue 16
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Articles

Synthesis, characterization, antibacterial activity and molecular docking studies on triazolophanes with benzophenone and S(-)-BINOL functionalization at the intra annular position

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Pages 2461-2477 | Received 07 Mar 2020, Published online: 24 Jun 2020
 

Abstract

Triazolophanes with benzophenone and S(-)-BINOL functionalization at the intra annular position have been synthesized by the click reaction of 4,4′-bis(azidomethyl) benzophenone with the corresponding bispropargyloxy compounds. The newly synthesized triazolophanes were characterized by spectral and analytical methods. Triazolophane with S(-)-BINOL and benzophenone functionality at the intra annular position shows good target binding ability in molecular docking studies and also better antibacterial activity against all the four tested pathogens viz. Staphylococcus aureus, Bacillus subtilis, Salmonella typhimurium, and Escherichia coli bacteria.

Graphical Abstract

Acknowledgments

The authors thank DST-FIST for providing an NMR facility to the Department of organic chemistry, University of Madras, and A. Sathiyaseelan, and Professor P. T. Kalaichelvan CAS—Department of botany, University of Madras, for carrying out the antibacterial activity. VS thanks the University of Madras for the infrastructure facility and for providing Kalaignar endowment fellowship.

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