Sixteen glycosides of pregnanes, including ikemagenin, lineolon, and a new pregnane, 3β,8β,14β,15β,16α-pentahydroxy-5α-pregnan-20-one, termed pleurogenin, were isolated from the roots of Asclepias tuberosa. Among ikemagenin and lineolon glycosides, one (1) was a known glycoside, and eight (2-7, 10, 13) were glycosides with new combinations of ikemagenin or lineolon and known sugar sequences composed of D-cymarose, D-oleandrose, D-thevetose and D-glucose. The structures of four new glycosides of ikemagenin (8, 9, 11, 12) and three of pleurogenin (14-16) were determined. The new glycosides have sugar sequences ranging from tetraoside to heptaosides.
Asclepiadaceae, pregnane glycoside, 3β, Asclepias tuberosa, pleurisy root, 8β, 14β, 15β, 16α-pentahydroxy-5α-pregnan-20-one, ikemagenin
NCBI PubMed ID: 10923833Publication DOI: 10.1248/cpb.48.1017Journal NLM ID: 0377775Publisher: Pharmaceutical Society Of Japan
Correspondence: abefumi@fukuoka-u.ac.jp
Institutions: Faculty of Pharmaceutical Sciences, Fukuoka University, Fukuoka, Japan
Methods: 13C NMR, 1H NMR, NMR-2D, TLC, acid hydrolysis, extraction, optical rotation measurement, CC, HR-FAB-MS
Found