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Flavanone Glycosides from Viscum coloratum and Their Inhibitory Effects on Osteoclast Formation
Author(s) -
Han Na,
Huang Ting,
Wang YiChun,
Yin Jun,
Kadota Shigetoshi
Publication year - 2011
Publication title -
chemistry and biodiversity
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.427
H-Index - 70
eISSN - 1612-1880
pISSN - 1612-1872
DOI - 10.1002/cbdv.201000289
Subject(s) - flavanone , chemistry , glycoside , osteoclast , inhibitory postsynaptic potential , stereochemistry , hydrolysis , biochemistry , in vitro , flavonoid , antioxidant , biology , neuroscience
Two novel flavanone glycosides, homoeriodictyol 7‐ O‐β ‐ D ‐[6‐(3‐hydroxybutanoyl)glucopyranoside] (viscumneoside IX; 1 ) and homoeriodictyol 7‐ O ‐ β ‐ D ‐[6‐(3‐hydroxybutanoyl)glucopyranosyl](1→2)‐ β ‐ D ‐glucopyranoside (viscumneoside X; 2 ), together with four known flavanoids, 2‐homoeriodictyol 7‐ O ‐ β ‐ D ‐glucopyranoside ( 3 ), viscumneoside I ( 4 ), viscumneoside III ( 5 ), and 4′,5‐dihydroxy‐3′‐methoxy‐7‐(2‐ O ‐ α ‐ L ‐rhamnopyranosyl‐ β ‐ D ‐glucopyranosyloxy)flavanone ( 6 ) were isolated from stems and leaves of Viscum coloratum. Their structures were elucidated on the basis of their NMR spectra, HR‐FAB‐MS data, and acid hydrolysis. Inhibitory effects of the four compounds 1 – 4 on the formation of osteoclast‐like multinucleated cells were investigated. As a result, all the four flavanoids showed significant inhibitory effects on the formation of osteoclast‐like multinuclear cells even at a low concentration of 2 μg/ml. The activities of 1 – 4 at such a concentration exceeded or approximated to that of elcitonin, the positive control drug at a concentration of 2 U/ml, suggesting that they may be of interest for the development of new anti‐osteoporosis drugs.