The Constituents of Ledebouriella seseloides Wolff. I. Structures of Three New Chromones

Abstract

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[l,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[l,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. © 1982, The Pharmaceutical Society of Japan. All rights reserved.