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Six new 8- C - p -hydroxybenzylflavonol glycosides were isolated from a hot water extract of pumpkin ( Cucurbita moschata Duch.) tendril and elucidated as 8- C - p -hydroxybenzylquercetin 3- O -rutinoside, 8- C - p -hydroxybenzoylquercetin 3- O -β-D-glucopyranoside, 8- C - p -hydroxybenzylkaempferol 3- O -(α-L-rhamnopyranosyl(1→6)-β-D-galactopyranoside, 8- C - p -hydroxybenzoylkaempferol 3- O -rutinoside, 8- C - p -hydroxybenzylisorhamnetin 3- O -rutinoside, and 8- C - p -hydroxybenzylisorhamnetin 3- O -(α-L-rhamnopyranosyl(1→6)-β-D-galactopyranoside. Their chemical structures were determined using nuclear magnetic resonance (NMR) and electrospray ionization-mass spectrometer (ESIMS) analyses. The 8- C - p -hydroxybenzylflavonol glycosides were found to inhibit the receptor activator of nuclear factor-κB (RANKL)-induced osteoclast differentiation of bone marrow derived macrophage (BMDM), an osteoclast progenitor. Additionally, 8- C - p -hydroxybenzylflavonol glycosides effectively reduced the expression of osteoclast-related genes, such as tartrate-resistant acid phosphatase, cathepsin K, nuclear factor activated T-cell cytoplasmic 1, and dendritic cell specific transmembrane protein in RANKL-treated BMDMs. These results indicate that the 8- C - p -hydroxybenzylflavonol glycosides may be the main components responsible for the osteoclast differentiation inhibitory effect of pumpkin tendril.

New 8-C-p-Hydroxylbenzylflavonol Glycosides from Pumpkin (Cucurbita moschata Duch.) Tendril and Their Osteoclast Differentiation Inhibitory Activities