Organic Letters · 2019 · 68 citations · 15 references
PharmacyChemistryMedicinal ChemistryDrug DiscoveryEnzymologyOrganic ChemistryBioactive Small MoleculesEnzyme InhibitionFungal Natural Product BiosynthesisFungal Secondary MetabolitesMarine Bioactive CompoundsTerpenoid BiosynthesisBioactive Compounds From Marine FungiFungal Bioactive CompoundsFungal Terpenoid BiosynthesisIndole SynthesisMarine Fungal Natural ProductsMarine Fungi As Drug SourcesMarine TerpenoidsTerpene Compounds
Four unusual indole-terpenoids, penerpenes A-D (1-4), along with two known ones paxilline (5) and emindole SB (6), were isolated from the marine-derived fungus Penicillium sp. KFD28. The absolute structures of 1-4 were elucidated on the basis of spectroscopic data and ECD spectra analysis along with quantum ECD calculations. Compounds 1 and 2 showed potent inhibitory activity toward protein tyrosine phosphatases (PTP1B and TCPTP). Plausible biosynthetic pathways of compounds 1-4 are proposed.
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