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 (FTICR- 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 2.67μM, 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. © 2010 Pharmaceutical Society of Japan.

Tai B.H., Huyen V.T., Huong T.T., Nhiem N.X., Choi E.-M., Kim J.A., Long P.Q., Cuong N.M., Kim Y.H.

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Từ khóa : 8 epi 9 deoxygoniopypyrone; 9 deoxygoniopypyrone; alkaline phosphatase; chloroform; collagen; pyrone derivative; unclassified drug; article; cell differentiation; cell growth; cell proliferation; controlled study; enzyme activity; Goniothalamus; Goniothalamus tamirensis; human; human cell; infrared radiation; ion cyclotron resonance mass spectrometry; mineralization; nonhuman; nuclear magnetic resonance; osteoblast; plant leaf; Alkaline Phosphatase; Animals; Cell Differentiation; Cell Proliferation; Collagen; Goniothalamus; Molecular Conformation; Osteoblasts; Pyrones