Abstract
The marine-derived fungus Talaromyces rugulosus isolated from the Mediterranean sponge Axinella cannabina and cultured on solid rice medium yielded seventeen lactone derivatives including five butenolides (1–5), seven (3S)-resorcylide derivatives (6–12), two butenolide-resorcylide dimers (13 and 14), and three dihydroisocoumarins (15–17). Among them, fourteen compounds (1–3, 6–16) are new natural products. The structures of the isolated compounds were elucidated by 1D and 2D NMR (Nuclear Magnetic Resonance) spectroscopy as well as by ESI-HRMS (ElectroSpray Ionization-High Resolution Mass Spectrometry). TDDFT-ECD (Time-Dependent Density Functional Theory-Electronic Circular Dichroism) calculations were performed to determine the absolute configurations of chiral compounds. The butenolide-resorcylide dimers talarodilactones A and B (13 and 14) exhibited potent cytotoxicity against the L5178Y murine lymphoma cell line with IC50 values of 3.9 and 1.3 µM, respectively.
Highlights
Marine-derived fungi are prolific sources for bioactive secondary metabolites, such as the famous antibiotic cephalosporin C obtained from the fungus Acremonium chrysogenum [1], or halimide derived from an algiculous fungus, which gave rise to the semisynthetic metabolite plinabulin that is inPhase II clinical studies for its anticancer potential against either solid tumours or lymphomas [2,3].Mar
2 of 16[4,5,6,7], During search for new bioactive secondary metabolites from fungal origin we investigated Talaromyces rugulosus, which was isolated from the Mediterranean sponge
The fungal genus Talaromyces is known to produce diverse bioactive secondary we investigated Talaromyces rugulosus, which was isolated from the Mediterranean sponge Axinella metabolites including tetraene lactones [8], polyketides [9,10], alkaloids and peptides with some cannabina
Summary
Marine-derived fungi are prolific sources for bioactive secondary metabolites, such as the famous antibiotic cephalosporin C obtained from the fungus Acremonium chrysogenum [1], or halimide derived from an algiculous fungus, which gave rise to the semisynthetic metabolite plinabulin that is in. 2 of 16[4,5,6,7], During search for new bioactive secondary metabolites from fungal origin we investigated Talaromyces rugulosus, which was isolated from the Mediterranean sponge. The fungal genus Talaromyces is known to produce diverse bioactive secondary we investigated Talaromyces rugulosus, which was isolated from the Mediterranean sponge Axinella metabolites including tetraene lactones [8], polyketides [9,10], alkaloids and peptides with some cannabina. The fungal genus Talaromyces is known to produce diverse bioactive secondary metabolites of them exhibiting antibiotic, and anti-HBV (Hepatitis activities [11].ofOnly including tetraene lactonescytotoxic [8], polyketides [9,10], alkaloids andB Virus) peptides with some thema few research papersantibiotic, are devoted to theand chemical constituents. The structure elucidation including the absolute configuration biological activities of the isolated compounds are discussed this report. in this report
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