New pyrano-pyrone from Goniothalamus tamirensis enhances the proliferation and differentiation of osteoblastic MC3T3-E1 cells

Chem Pharm Bull (Tokyo). 2010 Apr;58(4):521-5. doi: 10.1248/cpb.58.521.

Abstract

The new pyrano-pyrone, (+)-8-epi-9-deoxygoniopypyrone (1) and (+)-9-deoxygoniopypyrone (2) were isolated from a chloroform extract of Goniothalamus tamirensis leaves. Their absolute stereostructures were discussed and confirmed by using infrared (IR), Fourier transform ion cyclotron resonance mass spectrometry (FT-ICR-MS), one (1D) and two-dimensional (2D) nuclear magnetic resonance (NMR) spectra, Mosher's method, and comparison with the known compounds leiocapin A (3), deoxygoniopypyrone A (4), and (-)-8-epi-9-deoxygoniopypyrone (5). At concentrations of 2.67 microM, compounds 1 and 2 significantly increased the growth of osteoblastic MC3T3-E1 cells and caused a significant elevation of collagen content, alkaline phosphatase activity, and nodule mineralization in the cells (p<0.05). Our data suggest that the enhancement of osteoblast function by 1 and 2 may result in the prevention of osteoporosis.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaline Phosphatase / metabolism
  • Animals
  • Cell Differentiation / drug effects*
  • Cell Proliferation / drug effects*
  • Collagen / metabolism
  • Goniothalamus / chemistry*
  • Molecular Conformation
  • Osteoblasts / cytology
  • Osteoblasts / drug effects*
  • Osteoblasts / metabolism
  • Pyrones / chemistry*
  • Pyrones / isolation & purification
  • Pyrones / pharmacology*

Substances

  • Pyrones
  • Collagen
  • Alkaline Phosphatase