Triterpenoid saponins from the roots of Sophora koreensis.
From the roots of Sophora koreensis (Fabaceae), three new oleanene-type triterpene glycosides, echinosophorosides A(1) (1) and B (2), and acetyl-subproside II (5), were isolated as their methyl esters, together with the four known ones sophoraflavoside I, kudzusaponin SA(3), subproside II, and azukisaponin V. The structures of the new saponins were elucidated to be 3-O-alpha-L-rhamnopyranosyl(1-->2)-alpha-L-arabinopyranosyl(1-->2)-beta-D-glucuronopyranosyl kudzusapogenol A 22-O-alpha-L-arabinopyranoside (1), 3-O-alpha-L-rhamnopyranosyl(1-->2)-alpha-L-arabinopyranosyl-(1-->2)-beta-D-glucuronopyranosyl abrisapogenol C 22-O-alpha-L-arabinopyranoside (2), and 3-O-alpha-L-rhamnopyranosyl(1-->2)-alpha-L-arabinopyranosyl(1-->2)-beta-D-glucuronopyranosyl kudzusapogenol A 22-O-acetate (5), respectively. It is noteworthy that two arabinopyranosyl moieties in the same molecule, echinosophoroside B (2), have different conformations. The conformation of the arabinopyranosyl moiety existing in the trisaccharide moiety was determined to be (1)C(4), whereas that of the arabinopyranosyl unit at C-22 was identified as (4)C(1).
Byun
Ji Hye
JH
Natural Products Research Institute and College of Pharmacy, Seoul National University, Korea.
Kim
Ju Sun
JS
Kang
Sam Sik
SS
Son
Kun Ho
KH
Chang
Hyeun Wook
HW
Kim
Hyun Pyo
HP
Bae
KiHwan
K
D010936:Plant Extracts / Q000737:chemistry / Q000302:isolation & purification; D018517:Plant Roots; D012503:Saponins / Q000737:chemistry* / Q000302:isolation & purification*; D029909:Sophora; D014315:Triterpenes / Q000737:chemistry* / Q000302:isolation & purification*
D010936:Plant Extracts; D012503:Saponins; D014315:Triterpenes