Development of a novel family of antifungal agents based on a quinone methide oxime framework

Abstract Given the widespread occurrence of fungal infections, the phenomenon of fungal drug resistance, and the limited number of systemic antimycotic therapies, novel chemicals should be developed to control pathogenic fungi. We propose using quinone methide oximes as a novel framework for develop...

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Main Authors: Monika Janeczko, Maciej Masłyk, Oleg M. Demchuk, Antonina Kurowska-Okoń, Mateusz Kwaśnik, Kamila Górka, Aleksandra Martyna, Béatrice Foll-Josselin, Sandrine Ruchaud, Stéphane Bach, Przemysław Woliński, Radomir Jasiński, Barbara Mirosław, Małgorzata Sadczuk, Konrad Kubiński
Format: Article
Language:English
Published: Nature Portfolio 2025-04-01
Series:Scientific Reports
Online Access:https://doi.org/10.1038/s41598-025-98609-5
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author Monika Janeczko
Maciej Masłyk
Oleg M. Demchuk
Antonina Kurowska-Okoń
Mateusz Kwaśnik
Kamila Górka
Aleksandra Martyna
Béatrice Foll-Josselin
Sandrine Ruchaud
Stéphane Bach
Przemysław Woliński
Radomir Jasiński
Barbara Mirosław
Małgorzata Sadczuk
Konrad Kubiński
author_facet Monika Janeczko
Maciej Masłyk
Oleg M. Demchuk
Antonina Kurowska-Okoń
Mateusz Kwaśnik
Kamila Górka
Aleksandra Martyna
Béatrice Foll-Josselin
Sandrine Ruchaud
Stéphane Bach
Przemysław Woliński
Radomir Jasiński
Barbara Mirosław
Małgorzata Sadczuk
Konrad Kubiński
author_sort Monika Janeczko
collection DOAJ
description Abstract Given the widespread occurrence of fungal infections, the phenomenon of fungal drug resistance, and the limited number of systemic antimycotic therapies, novel chemicals should be developed to control pathogenic fungi. We propose using quinone methide oximes as a novel framework for developing a novel class of antifungal agents. Compound 2 was destroyed mature biofilms at the concentration of 0.5 µg/mL (MIC/4) and prevented hyphal growth of Candida albicans at 0.125 µg/mL (MIC/16). The chemical applied at the concentration of 16–128 µg/mL inhibited the growth of the majority of the clinical isolates of Candida used, including those exhibiting resistance towards systemic drugs. Our safety studies performed with the use of normal human cells revealed that compound 2 was not toxic at the antifungal concentrations tested. Surprisingly, compound 2 showed low inhibitory activity against a set of protein kinases in comparison with its parental compound 1.
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spelling doaj-art-7197948adfec4928b4eaec160bc66f1f2025-08-20T03:18:38ZengNature PortfolioScientific Reports2045-23222025-04-0115111910.1038/s41598-025-98609-5Development of a novel family of antifungal agents based on a quinone methide oxime frameworkMonika Janeczko0Maciej Masłyk1Oleg M. Demchuk2Antonina Kurowska-Okoń3Mateusz Kwaśnik4Kamila Górka5Aleksandra Martyna6Béatrice Foll-Josselin7Sandrine Ruchaud8Stéphane Bach9Przemysław Woliński10Radomir Jasiński11Barbara Mirosław12Małgorzata Sadczuk13Konrad Kubiński14Department of Molecular Biology, The John Paul II Catholic University of LublinDepartment of Molecular Biology, The John Paul II Catholic University of LublinDepartment of Chemistry, The John Paul II Catholic University of LublinDepartment of Chemistry, The John Paul II Catholic University of LublinDepartment of Molecular Biology, The John Paul II Catholic University of LublinDepartment of Molecular Biology, The John Paul II Catholic University of LublinDepartment of Molecular Biology, The John Paul II Catholic University of LublinSorbonne Université, USR3151 CNRS/UPMC, Plateforme de criblage KISSf (Kinase Inhibitor Specialized Screening Facility)Sorbonne Université, USR3151 CNRS/UPMC, Plateforme de criblage KISSf (Kinase Inhibitor Specialized Screening Facility)Sorbonne Université, USR3151 CNRS/UPMC, Plateforme de criblage KISSf (Kinase Inhibitor Specialized Screening Facility)Department of Organic Chemistry and Technology, Cracow University of TechnologyDepartment of Organic Chemistry and Technology, Cracow University of TechnologyDepartment of General and Coordination Chemistry and Crystallography, Institute of Chemical Sciences, Faculty of Chemistry, Maria Curie- Sklodowska University in LublinChair and Department of Synthesis and Chemical Technology of Pharmaceutical Substances, Medical University of LublinDepartment of Molecular Biology, The John Paul II Catholic University of LublinAbstract Given the widespread occurrence of fungal infections, the phenomenon of fungal drug resistance, and the limited number of systemic antimycotic therapies, novel chemicals should be developed to control pathogenic fungi. We propose using quinone methide oximes as a novel framework for developing a novel class of antifungal agents. Compound 2 was destroyed mature biofilms at the concentration of 0.5 µg/mL (MIC/4) and prevented hyphal growth of Candida albicans at 0.125 µg/mL (MIC/16). The chemical applied at the concentration of 16–128 µg/mL inhibited the growth of the majority of the clinical isolates of Candida used, including those exhibiting resistance towards systemic drugs. Our safety studies performed with the use of normal human cells revealed that compound 2 was not toxic at the antifungal concentrations tested. Surprisingly, compound 2 showed low inhibitory activity against a set of protein kinases in comparison with its parental compound 1.https://doi.org/10.1038/s41598-025-98609-5
spellingShingle Monika Janeczko
Maciej Masłyk
Oleg M. Demchuk
Antonina Kurowska-Okoń
Mateusz Kwaśnik
Kamila Górka
Aleksandra Martyna
Béatrice Foll-Josselin
Sandrine Ruchaud
Stéphane Bach
Przemysław Woliński
Radomir Jasiński
Barbara Mirosław
Małgorzata Sadczuk
Konrad Kubiński
Development of a novel family of antifungal agents based on a quinone methide oxime framework
Scientific Reports
title Development of a novel family of antifungal agents based on a quinone methide oxime framework
title_full Development of a novel family of antifungal agents based on a quinone methide oxime framework
title_fullStr Development of a novel family of antifungal agents based on a quinone methide oxime framework
title_full_unstemmed Development of a novel family of antifungal agents based on a quinone methide oxime framework
title_short Development of a novel family of antifungal agents based on a quinone methide oxime framework
title_sort development of a novel family of antifungal agents based on a quinone methide oxime framework
url https://doi.org/10.1038/s41598-025-98609-5
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