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Propargylated monocarbonyl curcumin analogues: synthesis, bioevaluation and molecular docking study

Medicinal Chemistry Research volume 29, pages 1902–1913 (2020)Cite this article

Abstract

In the current experimental study, we have synthesised new monocarbonyl curcumin analogues bearing propargyl ether moiety in their structure and evaluated for in vitro antifungal and radical scavenging activity. The antifungal activity was carried out against five human pathogenic fungal strains such as Candida albicans, Fusarium oxysporum, Aspergillus flavus, Aspergillus niger and Cryptococcus neoformans. Most of the curcumin analogues displayed excellent to moderate fungicidal activity when compared with standard drug Miconazole. Also, synthesised analogues exhibited potential radical scavenging activity as compared with standard antioxidant Butylated hydroxyl toluene (BHT). Based on biological data, structure-activity relationship (SAR) were also discussed. Furthermore, in silico computational study was carried out to know binding interactions of synthesised analogues in the active sites of enzyme sterol 14α-demethylase (CYP51).

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Acknowledgements

Author AAN is thankful to Principal, K. M. C. College Khopoli, for providing DST-FIST funded laboratory for this research work. Author SVA is very thankful to the Council of Scientific and Industrial Research (CSIR), New Delhi for providing a research fellowship. The authors are also grateful for providing laboratory facilities to the Head, Department of Chemistry, Dr Babasaheb Ambedkar Marathwada University, Aurangabad. We are also grateful to Schrodinger Inc. for GLIDE software to perform the molecular docking studies.

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Authors and Affiliations

  1. Department of Chemistry, Dr Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, India

    Amol A. Nagargoje, Satish V. Akolkar, Dnyaneshwar D. Subhedar, Mubarak H. Shaikh & Bapurao B. Shingate

  2. Department of Chemistry, Khopoli Municipal Council College, Khopoli, 410203, India

    Amol A. Nagargoje

  3. Department of Chemistry, Radhabai Kale Mahila Mahavidyalaya, Ahmednagar, 414001, India

    Mubarak H. Shaikh

  4. Department of Pharmaceutical Chemistry, Y. B. Chavan College of Pharmacy, Rafiq Zakaria Campus, Aurangabad, 431001, India

    Jaiprakash N. Sangshetti

  5. Department of Pharmaceutical Chemistry, School of Pharmacy, Vishwakarma University, Pune, 411048, India

    Vijay M. Khedkar

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  1. Amol A. Nagargoje
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  2. Satish V. Akolkar
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  3. Dnyaneshwar D. Subhedar
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Nagargoje, A.A., Akolkar, S.V., Subhedar, D.D. et al. Propargylated monocarbonyl curcumin analogues: synthesis, bioevaluation and molecular docking study. Med Chem Res 29, 1902–1913 (2020). https://doi.org/10.1007/s00044-020-02611-7

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