Angupyrones A – E, α‐Pyrone Analogues with ARE‐Activation from a Sponge‐Associated Fungus Truncatella angustata

Abstract

TLC-DPPH guided fractionation of a sponge-associated fungus Truncatella angustata with a solid culture resulted in the isolation of five new α-pyrone-based analogues namely angupyrones A - E (1 - 5), and 3-ethyl-4-hydroxy-6-methyl-2-pyrone. Their structures were determined on the basis of extensive spectroscopic analyses, including the modified Mosher's method, bulkiness rule, and specific rotation for the configurational assignments. Angupyrones A - E exhibited moderate antioxidant response element activation in HepG2C8 cells, while the preliminary structure-activity relationship was discussed.

Draft Genome Sequence of Truncatella angustata (Anamorph) S358

“…It infects stems ( Vitis [ 5 , 6 ], Vaccinium [ 7 ]), leaves ( Rosa [ 8 ], Parthenocissus [ 3 ], Populus [ 9 ]), fruits ( Malus [ 10 ], Olea [ 11 ]), and roots ( Vitis [ 12 ]) and is also a candidate for biological control of plant diseases ( 9 , 12 ). In addition to plants, this fungus was also isolated from marine sponges ( 13 ), humans ( 4 ), and as a pathogen from insects ( 14 ). T. angustata cultures showed several secondary metabolites with potential for application in biotechnology or medicine, e.g., α-pyrone-based analogs ( 15 ), phenazine-1-carboxylic acid with antifungal activity ( 6 ), ramulosin derivates with a broad range of biological activities ( 14 , 16 ), and truncateols, isoprenylated cyclohexanols with antiviral activity ( 15 , 17 ).…”

Pyrone Derivatives from a Mangrove Endophytic Fungus Phomopsis asparagi LSLYZ‐87

“…Pyrones derivatives were a class of six‐membered oxygen‐containing heterocyclic compounds, which had been found widely in natural products, and reported with varieties of biological activities including cytotoxic, antibacterial, anti‐inflammatory, and antitumor activities [5–9] . In our continuous search for new bioactive natural products from mangrove entophytic fungi, [10–21] the secondary metabolites produced by Phomopsis asparagi LSLYZ‐87, an endophytic fungus acquired from a fresh blade of marine mangrove Acanthus ilicifolius L . gathered from Huizhou, China, were reported.…”