Anti-osteoclastogenic effects of isoquinoline alkaloids from the rhizome extract of Sinomenium acutum

  • Arch Pharm Res. 2016 May;39(5):713-20. doi: 10.1007/s12272-016-0734-8.
Ji Young Lee  1  2 ,  Kwang-Jin Kim  3 ,  Jinhee Kim  1 ,  Sang Un Choi  1 ,  Seong Hwan Kim  4 ,  Shi Yong Ryu  5  6
Affiliations
  • 1. Research Center for Medicinal Chemistry, Korea Research Institute of Chemical Technology, 141 Gajeongro, Yuseong, Daejon, 305-600, Korea.
  • 2. Graduate School of New Drug Discovery and Development, Chungnam National University, Daejon, 305-764, Korea.
  • 3. Research Institute of Basic Science, Sunchon National University, Suncheon, 540-742, Korea.
  • 4. Laboratory of Translational Therapeutics, Pharmacology Research Center, Division of Drug Discovery Research, Korea Research Institute of Chemical Technology, Daejon, 305-600, Korea.
  • 5. Research Center for Medicinal Chemistry, Korea Research Institute of Chemical Technology, 141 Gajeongro, Yuseong, Daejon, 305-600, Korea. [email protected].
  • 6. Graduate School of New Drug Discovery and Development, Chungnam National University, Daejon, 305-764, Korea. [email protected].
PMID: 26992921 DOI: 10.1007/s12272-016-0734-8
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.

Keywords
Anti-osteoclastogenic effect; Isoquinoline alkaloids; Menispermaceae; Sinomenium acutum.
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