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The constituents of Ledebouriella seseloides wolff. I. Structures of three new chromones.
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1982
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BiologyBiosynthesisBioorganic ChemistrySpectral StudiesBiochemistryBiochemical TaxonomyNatural SciencesLedebouriella Seseloides WolffSecondary MetaboliteLedebouriella SeseloidesPhytochemistryPharmacologyNew ChromonesNatural Product Synthesis
Three new chromones (8, 9, and 12), named 3'-O-angeloylhamaudol, ledebouriellol, and 4'-O-β-D-glucosyl-5-O-methylvisamminol, respectively, were isolated from the root and rhizoma of Ledebouriella seseloides WOLFF (Umbelliferae), together with five known coumarins (1-5) and six known chromones (6, 7, 10, 11, 13 and 14). The structures of 8, 9, and 12 were elucidated as (3S)-3, 4-dihydro-5-hydroxy-3-(2-methyl-2-butenyl) oxy-2, 2, 8-trimethyl-2H, 6H-benzo [1, 2-b : 5, 4-b'] dipyran-6-one, (3S)-3, 4-dihydro-2, 2-dimethyl-5-hydroxy-8-hydroxymethyl-3-(2-methyl-2-butenyl) oxy-2H, 6H-benzo [1, 2-b : 5, 4-b'] dipyran-6-one, and (2S)-2, 3-dihydro-2-(1-β-D-glucopyranosyloxy-1-methylethyl)-4-methoxy-7-methyl-5H-furo [3, 2-g] [1] benzopyran-5-one, respectively, by chemical and spectral studies.