title: Anti-osteoclastogenic effects of isoquinoline alkaloids from the rhizome extract of Sinomenium acutum.
abstract: A phytochemical investigation for the rhizome extract from Sinomenium acutum (Menispermaceae) resulted in the isolation of several active principles responsible for the anti-osteoclastogenic property of the extract, together with related isoquinoline alkaloids (1-13) including two new compounds, 1 and 2. Among isolated compounds, salutaridine (7), dauricumine (10), cheilanthifoline (12), and dauriporphine (13) were observed to give significant inhibitions on receptor activator of nuclear factor-κB ligand-induced differentiation of mouse bone marrow-derived macrophages into multinucleated osteoclasts, respectively. The chemical structures of two newly isolated compounds, 1 and 2 were established as 8-demethoxycephatonine (1) and 7(R)-7,8-dihydrosinomenine (2), by spectroscopic analyses including 2D NMR experiments.
authors.affiliation: Research Center for Medicinal Chemistry, Korea Research Institute of Chemical Technology, 141 Gajeongro, Yuseong, Daejon, 305-600, Korea.|Graduate School of New Drug Discovery and Development, Chungnam National University, Daejon, 305-764, Korea.
authors.forename: Ji Young
authors.initials: JY
authors.lastname: Lee
authors.affiliation: Research Institute of Basic Science, Sunchon National University, Suncheon, 540-742, Korea.
authors.forename: Kwang-Jin
authors.initials: KJ
authors.lastname: Kim
authors.affiliation: Research Center for Medicinal Chemistry, Korea Research Institute of Chemical Technology, 141 Gajeongro, Yuseong, Daejon, 305-600, Korea.
authors.forename: Jinhee
authors.initials: J
authors.lastname: Kim
authors.affiliation: Research Center for Medicinal Chemistry, Korea Research Institute of Chemical Technology, 141 Gajeongro, Yuseong, Daejon, 305-600, Korea.
authors.forename: Sang Un
authors.initials: SU
authors.lastname: Choi
authors.affiliation: Laboratory of Translational Therapeutics, Pharmacology Research Center, Division of Drug Discovery Research, Korea Research Institute of Chemical Technology, Daejon, 305-600, Korea.
authors.forename: Seong Hwan
authors.initials: SH
authors.lastname: Kim
authors.affiliation: Research Center for Medicinal Chemistry, Korea Research Institute of Chemical Technology, 141 Gajeongro, Yuseong, Daejon, 305-600, Korea. syryu@krict.re.kr.|Graduate School of New Drug Discovery and Development, Chungnam National University, Daejon, 305-764, Korea. syryu@krict.re.kr.
authors.forename: Shi Yong
authors.initials: SY
authors.lastname: Ryu
mesh_terms: D000470:Alkaloids / Q000302:isolation & purification* / Q000494:pharmacology; D000818:Animals; D002454:Cell Differentiation / Q000187:drug effects* / Q000276:immunology; D002470:Cell Survival / Q000187:drug effects; D002478:Cells, Cultured; D007546:Isoquinolines / Q000302:isolation & purification* / Q000494:pharmacology; D008264:Macrophages / Q000166:cytology / Q000187:drug effects / Q000276:immunology; D008297:Male; D008813:Mice, Inbred ICR; D015394:Molecular Structure; D010010:Osteoclasts / Q000166:cytology / Q000187:drug effects* / Q000276:immunology; D010012:Osteogenesis / Q000187:drug effects*; D053245:RANK Ligand / Q000037:antagonists & inhibitors; D053246:Receptor Activator of Nuclear Factor-kappa B / Q000037:antagonists & inhibitors; D027343:Rhizome / Q000737:chemistry*; D032841:Sinomenium / Q000737:chemistry*
chemical_list: D000470:Alkaloids; D007546:Isoquinolines; D053245:RANK Ligand; D053246:Receptor Activator of Nuclear Factor-kappa B
keywords: Anti-osteoclastogenic effect; Isoquinoline alkaloids; Menispermaceae; Sinomenium acutum