Synthesis of antifungal imines as inhibitors of ergosterol biosynthesis

Ensuring a safe and secure supply of nutritious food for the ever growing global population necessitates the development of new eco-friendly fungicides to increase global food output by minimizing plant disease losses. Because of their broad biological relevance, imines are a promising target for fu...

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Main Authors: Joydeep Karan, Aditi Kundu, Robin Gogoi, Kanchikeri Math Manjaiah, Ashutosh Kumar Singh, Koyel Mondal, Rajesh Kumar, Parshant Kaushik, Priya Saini, Virendra Singh Rana, Najam Akhtar Shakil
Format: Article
Language:English
Published: Taylor & Francis Group 2025-12-01
Series:Journal of Taibah University for Science
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Online Access:https://www.tandfonline.com/doi/10.1080/16583655.2024.2448897
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author Joydeep Karan
Aditi Kundu
Robin Gogoi
Kanchikeri Math Manjaiah
Ashutosh Kumar Singh
Koyel Mondal
Rajesh Kumar
Parshant Kaushik
Priya Saini
Virendra Singh Rana
Najam Akhtar Shakil
author_facet Joydeep Karan
Aditi Kundu
Robin Gogoi
Kanchikeri Math Manjaiah
Ashutosh Kumar Singh
Koyel Mondal
Rajesh Kumar
Parshant Kaushik
Priya Saini
Virendra Singh Rana
Najam Akhtar Shakil
author_sort Joydeep Karan
collection DOAJ
description Ensuring a safe and secure supply of nutritious food for the ever growing global population necessitates the development of new eco-friendly fungicides to increase global food output by minimizing plant disease losses. Because of their broad biological relevance, imines are a promising target for fungicide development. To optimize the structure of imine derivatives for improved antifungal activity, twenty-seven Schiff bases derived from halogen-substituted benzenamines were prepared and characterized using spectral analysis in the present study. These compounds were investigated further for their in-vitro antifungal bio-efficacy against Rhizoctonia solani and Macrophomina phaseolina. Most of the compounds were effective against the test fungi with EC50 values ranging from 0.99 to 190.51 μg/mL. The substitution of chlorine at the phenyl ring attached to the carbon of the imine group resulted in the highest antifungal activity against both test fungi. The most effective antifungal compounds displayed >80% inhibition of the lanosterol-14α-demethylase enzyme.
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institution Kabale University
issn 1658-3655
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series Journal of Taibah University for Science
spelling doaj-art-aa103a03f33e4109a8eb2846949f84e82025-01-28T13:58:39ZengTaylor & Francis GroupJournal of Taibah University for Science1658-36552025-12-0119110.1080/16583655.2024.2448897Synthesis of antifungal imines as inhibitors of ergosterol biosynthesisJoydeep Karan0Aditi Kundu1Robin Gogoi2Kanchikeri Math Manjaiah3Ashutosh Kumar Singh4Koyel Mondal5Rajesh Kumar6Parshant Kaushik7Priya Saini8Virendra Singh Rana9Najam Akhtar Shakil10Division of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Plant Pathology, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Soil Science and Agricultural Chemistry, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaDivision of Agricultural Chemicals, ICAR-Indian Agricultural Research Institute, New Delhi, IndiaEnsuring a safe and secure supply of nutritious food for the ever growing global population necessitates the development of new eco-friendly fungicides to increase global food output by minimizing plant disease losses. Because of their broad biological relevance, imines are a promising target for fungicide development. To optimize the structure of imine derivatives for improved antifungal activity, twenty-seven Schiff bases derived from halogen-substituted benzenamines were prepared and characterized using spectral analysis in the present study. These compounds were investigated further for their in-vitro antifungal bio-efficacy against Rhizoctonia solani and Macrophomina phaseolina. Most of the compounds were effective against the test fungi with EC50 values ranging from 0.99 to 190.51 μg/mL. The substitution of chlorine at the phenyl ring attached to the carbon of the imine group resulted in the highest antifungal activity against both test fungi. The most effective antifungal compounds displayed >80% inhibition of the lanosterol-14α-demethylase enzyme.https://www.tandfonline.com/doi/10.1080/16583655.2024.2448897IminesRhizoctonia solaniMacrophomina phaseolinafungicideEC50
spellingShingle Joydeep Karan
Aditi Kundu
Robin Gogoi
Kanchikeri Math Manjaiah
Ashutosh Kumar Singh
Koyel Mondal
Rajesh Kumar
Parshant Kaushik
Priya Saini
Virendra Singh Rana
Najam Akhtar Shakil
Synthesis of antifungal imines as inhibitors of ergosterol biosynthesis
Journal of Taibah University for Science
Imines
Rhizoctonia solani
Macrophomina phaseolina
fungicide
EC50
title Synthesis of antifungal imines as inhibitors of ergosterol biosynthesis
title_full Synthesis of antifungal imines as inhibitors of ergosterol biosynthesis
title_fullStr Synthesis of antifungal imines as inhibitors of ergosterol biosynthesis
title_full_unstemmed Synthesis of antifungal imines as inhibitors of ergosterol biosynthesis
title_short Synthesis of antifungal imines as inhibitors of ergosterol biosynthesis
title_sort synthesis of antifungal imines as inhibitors of ergosterol biosynthesis
topic Imines
Rhizoctonia solani
Macrophomina phaseolina
fungicide
EC50
url https://www.tandfonline.com/doi/10.1080/16583655.2024.2448897
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