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| 1,2,3-Triazole tethered acetophenones: Synthesis, bioevaluation and molecular docking study |
| Mubarak H. Shaikha, Dnyaneshwar D. Subhedara, Vijay M. Khedkarb, Prakash C. Jhac, Firoz A. Kalam Khand, Jaiprakash N. Sangshettid, Bapurao B. Shingatea |
a UGC-SAP and DST-FIST Sponsored Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad 431 004, Maharashtra, India;
b School of Health Sciences, University of KwaZulu Natal, Westville Campus, Durban 4000, South Africa;
c School of Chemical Sciences, Central University of Gujarat, Sector-30, Gandhinagar 382 030, Gujarat, India;
d Department of Pharmaceutical Chemistry, Y. B. Chavan College of Pharmacy, Dr. Rafiq Zakaria Campus, Aurangabad 431 001, Maharashtra, India |
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Abstract A small focused library of eighteen new 1,2,3-triazole tethered acetophenones has been efficiently prepared via click chemistry approach and evaluated for their antifungal and antioxidant activity. The antifungal activity was evaluated against five human pathogenic fungal strains: Candida albicans, Fusarium oxysporum, Aspergillus flavus, Aspergillus niger, and Cryptococcus neoformans. Among the synthesized compounds, 9c, 9i, and 9p found to be more potent antifungal agents that the reference standard. These 1,2,3-triazole based derivatives were also evaluated for antioxidant activity, and compound 9h was found to be the most potent antioxidant as compared to the standard drug. Furthermore, molecular docking study of the newly synthesized compounds was performed and results showed good binding mode in the active site of fungal C. albicans enzyme P450 cytochrome lanosterol 14a-demethylase. Moreover, the synthesized compounds were also analyzed for ADME properties and showed potential as good oral drug candidates.
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Received: 29 November 2015
Published: 17 March 2016
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| Fund:The authors M.H.S. and D.D.S. are very much grateful to the Council of Scientific and Industrial Research (CSIR), New Delhi for the award of Senior Research Fellowship. Authors are also thankful to the University Grant Commission-Department of Science and Technology New Delhi for financial support under UGC-SAP and DST-FIST schemes. We also thank Schrodinger Inc. for providing the Demo license of Schrodinger molecular modeling suite and Vinod Devaraji for the valuable technical support that has significantly helped in this study. |
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Corresponding Authors:
Bapurao B. Shingate
E-mail: bapushingate@gmail.com
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