Steroidal glycosides from the rhizomes of Dioscorea spongiosa.
A water extract of the rhizomes of Dioscorea spongiosa, which showed antiosteoporotic activity, was examined, and four new pregnane glycosides, named spongipregnolosides A-D (1-4), and two new cholestane glycosides, named spongiosides A (5) and B (6), were isolated together with 15 known glycosides. Their structures were determined on the basis of spectroscopic analysis and chemical methods. Among the isolated compounds, spongioside A (5), hypoglaucin G (7), methylprotodioscin (8), and (R)-oct-1-en-3-yl O-alpha-l-arabinopyranosyl-(1-->6)-alpha-d-glucopyranoside (9) showed potent inhibition against bone resorption induced by parathyroid hormone in a bone organ culture system.
Yin
Jun
J
Institute of Natural Medicine and Faculty of Pharmaceutical Science, Toyama Medical and Pharmaceutical University, 2630 Sugitani, Japan.
Kouda
Kyoji
K
Tezuka
Yasuhiro
Y
Tran
Quan Le
QL
Miyahara
Tatsuro
T
Chen
Yingjie
Y
Kadota
Shigetoshi
S
D000818:Animals; D015519:Bone Density / Q000187:drug effects; D001862:Bone Resorption / Q000139:chemically induced; D001842:Bone and Bones / Q000187:drug effects; D027742:Dioscorea / Q000737:chemistry*; D004365:Drugs, Chinese Herbal / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D006027:Glycosides / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D051379:Mice; D015394:Molecular Structure; D019906:Nuclear Magnetic Resonance, Biomolecular; D009924:Organ Culture Techniques; D010024:Osteoporosis / Q000503:physiopathology; D010281:Parathyroid Hormone / Q000494:pharmacology; D010946:Plants, Medicinal / Q000737:chemistry*; D011278:Pregnanes / Q000737:chemistry / Q000302:isolation & purification* / Q000494:pharmacology; D027343:Rhizome / Q000737:chemistry; D013237:Stereoisomerism
D004365:Drugs, Chinese Herbal; D006027:Glycosides; D010281:Parathyroid Hormone; D011278:Pregnanes