New Fusarochromanone Derivatives from the Marine Fungus Fusarium equiseti UBOCC-A-117302
Two new fusarochromanone derivatives, deacetylfusarochromene (<b>1</b>) and deacetamidofusarochrom-2',3-diene (<b>2</b>), along with the previously reported metabolites fusarochromanone TDP-2 (<b>3</b>), fusarochromene (<b>4</b>), 2,2-dimethyl-5-amino-6-(2'<i>E</i>-ene-4'-hydroxylbutyryl)-4-chromone (<b>5</b>), fusarochromanone (<b>6</b>), (-)-chrysogine (<b>7</b>), and equisetin (<b>8</b>), were isolated from the marine fungus <i>Fusarium equiseti</i> UBOCC-A-117302. The structures of the compounds were determined by extensive spectrometric (HRMS) and spectroscopic (1D and 2D NMR) analyses, as well as specific rotation. Among them, <b>2</b> and <b>5</b> showed inhibition of three protein kinases with IC<sub>50</sub> values ranging from 1.42 to 25.48 μM. Cytotoxicity and antimicrobial activity of all isolated compounds were also evaluated. Six fusarochromanone derivatives (<b>1</b>-<b>6</b>) exhibited diverse activities against three cell lines, RPE-1, HCT-116, and U2OS (IC<sub>50</sub> values ranging from 0.058 to 84.380 μM). Equisetin (<b>8</b>) showed bactericidal activities against <i>Bacillus cereus</i> and <i>Listeria monocytogenes</i> (MBC values of 7.8 and 31.25 µM, respectively), and bacteriostatic activity against <i>Enterococcus faecalis</i> (MIC value of 31.25 µM). Compounds <b>2</b> and <b>4</b> showed bacteriostatic activities against <i>Listeria monocytogenes</i> (MIC of 125 µM).
Authors
- Amélie Weill
- Giang Nam Pham (ORCID: https://orcid.org/0000-0001-5704-1813)
- Arnaud Cousseau
- Stéphane Bach (ORCID: https://orcid.org/0000-0002-7186-7483)
- Ian Probert (ORCID: https://orcid.org/0000-0002-1643-1759)
- Béatrice Josselin
- Thomas Robert (ORCID: https://orcid.org/0000-0002-1076-7251)
- Mohamed Mehiri
- Stella Debaets
- Marie Dayras (ORCID: https://orcid.org/0000-0002-2598-7943)
- Gaëtan Burgaud (ORCID: https://orcid.org/0000-0001-7741-4429)
- Christophe Le Meur
- Fatouma Mohamed Abdoul‐Latif (ORCID: https://orcid.org/0000-0001-7213-4700)
- Laurent Boyer (ORCID: https://orcid.org/0000-0002-1375-1706)
- Blandine Baratte (ORCID: https://orcid.org/0000-0002-2064-9558)
Institutions
- Centre National de la Recherche Scientifique (FR)
- Inserm (FR)
- Université de Bretagne Occidentale (FR)
- Université Côte d'Azur (FR)
- Station Biologique de Roscoff (FR)
- Sorbonne Université (FR)
- Institut de Chimie de Nice (FR)
- Laboratoire de Biologie Intégrative des Modèles Marins (FR)
- Institut National de Recherche pour l'Agriculture, l'Alimentation et l'Environnement (FR)
- Centre Méditerranéen de Médecine Moléculaire (FR)
- Laboratoire de Biodiversité et Biotechnologies Microbiennes (FR)
- Centre d'Étude et de Recherche de Djibouti (DJ)
Publication Details
- Journal
- Marine Drugs
- Published
- 2024-09-28
- DOI
- https://doi.org/10.3390/md22100444
- Citations
- 5
- Primary Topic
- Microbial Natural Products and Biosynthesis
- Type
- article
- Field-Weighted Citation Impact
- 2.24
Funders
- Infrastructures en Biologie Santé et Agronomie
- Conseil Régional de Bretagne
- Cancéropôle Grand Ouest