Volume 17, Issue 2 e1900624
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Quinoline Based Monocarbonyl Curcumin Analogs as Potential Antifungal and Antioxidant Agents: Synthesis, Bioevaluation and Molecular Docking Study

Amol A. Nagargoje

Amol A. Nagargoje

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

Department of Chemistry, Khopoli Municipal Council College, Khopoli, Raigad, 410203 India

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Satish V. Akolkar

Satish V. Akolkar

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

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Madiha M. Siddiqui

Madiha M. Siddiqui

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

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Dnyaneshwar D. Subhedar

Dnyaneshwar D. Subhedar

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

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Jaiprakash N. Sangshetti

Jaiprakash N. Sangshetti

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

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Vijay M. Khedkar

Vijay M. Khedkar

Department of Pharmaceutical Chemistry, Shri Vile Parle Kelavani Mandal's Institute of Pharmacy, Mumbai-Agra National Highway, Dhule, 424001 India

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Bapurao B. Shingate

Corresponding Author

Bapurao B. Shingate

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

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First published: 21 December 2019
Citations: 18

Abstract

In search for new fungicidal and free radical scavenging agents, we synthesized a focused library of 2-chloroquinoline based monocarbonyl analogs of curcumin (MACs). The synthesized MACs were evaluated for in vitro antifungal and antioxidant activity. The antifungal activity was evaluated against five different fungal strains such as Candida albicans, Fusarium oxysporum, Aspergillus flavus, Aspergillus niger, and Cryptococcus neoformans, respectively. Most of the synthesized MACs displayed promising antifungal activity compared to the standard drug Miconazole. Furthermore, molecular docking study on a crucial fungal enzyme sterol 14α-demethylase (CYP51) could provide insight into the plausible mechanism of antifungal activity. MACs were also screened for in vitro radical scavenging activity using butylated hydroxytoluene (BHT) as a standard. Almost all MACs exhibited better antioxidant activity compared to BHT.

Graphical Abstract

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