A new dihydroisocoumarin, 3S-phyllodulcin, and nine new dihydroisocoumarin glycosides, 3R- and 3S-phyllodulcin 3'-O-glucosides, 3R- and 3S-thunberginol H 8-O-glucosides, 3R- and 3S-thunberginol I 4'-O- glucosides, 3R- and 3S-hydrangenol 4'-O-apiosylglucosides, and thunberginol I 8-O-glucoside, were isolated from the leaves of Hydrangea macrophylla Seringe var. thunbergii Makino. The absolute stereostructures of 3S-phyllodulcin, 3R- and 3S-phyllodulcin 3'-O-glucosides, and 3R- and 3S-thunberginol H 8-O- glucosides were elucidated on the chemical and physicochemical evidence. Phyllodulcin from the unprocessed leaves was found to be ca. a 5:1 enantiomer mixture at the 3-position.
glycoside, dihydroisocoumarin, Hydrangea macrophylla, dihydroisocoumarin glycoside, phyllodulcin, thunberginol, hydrangenol
Publication DOI: 10.3987/COM-98-S(H)76Journal NLM ID: 7513602WWW link: https://www.scopus.com/record/display.uri?&origin=inward&eid=2-s2.0-0032838119Publisher: Elsevier
Institutions: Kyoto Pharmaceutical University, Kyoto, Japan
Methods: 13C NMR, 1H NMR, IR, MS, UV