(2E,6R)-8-hydroxy-2,6-dimethyl-2-octenoic acid, a novel anti-osteoporotic monoterpene, isolated from Cistanche salsa.
(2E,6R)-8-Hydroxy-2,6-dimethyl-2-octenoic acid [(R)-HDOA], a novel monoterpene from Cistanche salsa, a Chinese herb, was found to be an anti-osteoporotic compound. The extract of Cistanche salsa significantly suppressed the bone weight loss in ovariectomized mice, a postmenopausal osteoporosis model. The active substance was then purified by using this osteoporotic model and the chemical structure was determined. The active compound from Cistanche salsa, (R)-HDOA, suppressed the decrease of bone weight and the mechanical strength in the ovariectomized mice. Furthermore, (R)- and (S)-HDOA were synthesized and the activity of each was evaluated. (R)-HDOA suppressed the bone weight loss, although (S)-HDOA did not showed any activity.
Yamaguchi
K
K
Sagami Chemical Research Center, Kanagawa, Japan.
Shinohara
C
C
Kojima
S
S
Sodeoka
M
M
Tsuji
T
T
D000818:Animals; D001842:Bone and Bones / Q000187:drug effects; D002851:Chromatography, High Pressure Liquid; D004365:Drugs, Chinese Herbal / Q000032:analysis / Q000494:pharmacology*; D005260:Female; D051379:Mice; D008968:Molecular Conformation; D009929:Organ Size / Q000187:drug effects; D010024:Osteoporosis / Q000188:drug therapy*; D010052:Ovariectomy; D013056:Spectrophotometry, Ultraviolet; D013729:Terpenes / Q000138:chemical synthesis* / Q000494:pharmacology
C120173:8-hydroxy-2,6-dimethyl-2-octenoic acid; D004365:Drugs, Chinese Herbal; D013729:Terpenes