New Fusarochromanone Derivatives from the Marine Fungus <i>Fusarium equiseti</i> UBOCC-A-117302
Giang Nam Pham,
Béatrice Josselin,
Arnaud Cousseau,
Blandine Baratte,
Marie Dayras,
Christophe Le Meur,
Stella Debaets,
Amélie Weill,
Thomas Robert,
Gaëtan Burgaud,
Ian Probert,
Fatouma Mohamed Abdoul-Latif,
Laurent Boyer,
Stéphane Bach,
Mohamed Mehiri
Affiliations
Giang Nam Pham
Marine Natural Products Team, Institut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, France
Béatrice Josselin
Integrative Biology of Marine Models Laboratory (LBI2M), Station Biologique de Roscoff, Sorbonne Université, CNRS, UMR 8227, 29680 Roscoff, France
Arnaud Cousseau
Marine Natural Products Team, Institut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, France
Blandine Baratte
Integrative Biology of Marine Models Laboratory (LBI2M), Station Biologique de Roscoff, Sorbonne Université, CNRS, UMR 8227, 29680 Roscoff, France
Marie Dayras
Marine Natural Products Team, Institut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, France
Christophe Le Meur
Laboratoire Universitaire de Biodiversité et Écologie Microbienne, Université de Brest, INRAE, 29280 Plouzané, France
Stella Debaets
Laboratoire Universitaire de Biodiversité et Écologie Microbienne, Université de Brest, INRAE, 29280 Plouzané, France
Amélie Weill
Laboratoire Universitaire de Biodiversité et Écologie Microbienne, Université de Brest, INRAE, 29280 Plouzané, France
Thomas Robert
Integrative Biology of Marine Models Laboratory (LBI2M), Station Biologique de Roscoff, Sorbonne Université, CNRS, UMR 8227, 29680 Roscoff, France
Gaëtan Burgaud
Laboratoire Universitaire de Biodiversité et Écologie Microbienne, Université de Brest, INRAE, 29280 Plouzané, France
Ian Probert
Roscoff Culture Collection, Station Biologique de Roscoff, Sorbonne Université, CNRS, FR2424, 29680 Roscoff, France
Fatouma Mohamed Abdoul-Latif
Medicinal Research Institute, Center for Studies and Research of Djibouti, IRM-CERD, Route de l’Aéroport, Haramous, Djibouti City P.O. Box 486, Djibouti
Laurent Boyer
INSERM U1065, Centre Méditerranéen de Médecine Moléculaire (C3M), Bâtiment Universitaire ARCHIMED, 151 Route de Saint Antoine de Ginestière BP, 23194 Nice, France
Stéphane Bach
Integrative Biology of Marine Models Laboratory (LBI2M), Station Biologique de Roscoff, Sorbonne Université, CNRS, UMR 8227, 29680 Roscoff, France
Mohamed Mehiri
Marine Natural Products Team, Institut de Chimie de Nice, Université Côte d’Azur, CNRS, UMR 7272, 06108 Nice, France
Two new fusarochromanone derivatives, deacetylfusarochromene (1) and deacetamidofusarochrom-2′,3-diene (2), along with the previously reported metabolites fusarochromanone TDP-2 (3), fusarochromene (4), 2,2-dimethyl-5-amino-6-(2′E-ene-4′-hydroxylbutyryl)-4-chromone (5), fusarochromanone (6), (−)-chrysogine (7), and equisetin (8), were isolated from the marine fungus Fusarium equiseti 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, 2 and 5 showed inhibition of three protein kinases with IC50 values ranging from 1.42 to 25.48 μM. Cytotoxicity and antimicrobial activity of all isolated compounds were also evaluated. Six fusarochromanone derivatives (1–6) exhibited diverse activities against three cell lines, RPE-1, HCT-116, and U2OS (IC50 values ranging from 0.058 to 84.380 μM). Equisetin (8) showed bactericidal activities against Bacillus cereus and Listeria monocytogenes (MBC values of 7.8 and 31.25 µM, respectively), and bacteriostatic activity against Enterococcus faecalis (MIC value of 31.25 µM). Compounds 2 and 4 showed bacteriostatic activities against Listeria monocytogenes (MIC of 125 µM).