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Inhibitors of bone resorption from Halenia corniculata

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Abstract

Eleven xanthones (1–11), three flavonoids (12–14) and three secoiridoids (15–17) were isolated from the aerial parts of Halenia corniculata. Among those compounds, 1-hydroxy-2,3,4,5-tetramethoxyxanthone (1), 1-hydroxy-2,3,4,7-tetramethoxyxanthone (2), 1-hydroxy-2,3,4,5,7-pentamethoxyxanthone (3), 1-hydroxy-2,3,5-trimethoxyxanthone (4), 1,8-dihydroxy-3,5-dimethoxyxanthone (7), and luteolin (12), at the concentration of 1 μg/mL, effectively inhibited the osteoclast differentiation in a co-culture system with mouse osteoblastic calvarial cells and bone marrow cells. Notably, compounds 1, 3, and 4 exhibited, in a dose-dependent manner, significant inhibition of osteoclast differentiation even at a low concentration (0.01 μg/mL). All the inhibitory compounds, except for compound 7, significantly reduced the pit formation on the dentine slice compared with the control group. For the survival of the mature osteoclasts, compounds 1–4 and 12 (1 μg/mL), significantly decreased the survival number through induction of cell apoptosis, and compound 4 exhibited a significant inhibitory effect on osteoclast survival even at the low concentration of 0.1 μg/mL.

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References

  • Bao, B. Q., Sun, Q. S., and Bao, B., Advance in the study of Halenia plants: Chemical constituents and biological activities. Zhong Yao Cai, 26, 382–385 (2003).

    PubMed  Google Scholar 

  • Damtoft, S., Franzyk, H., and Jensen, S. R., Fontanesioside and 5-hydroxysecologanol from Fontanesia phillyreoides. Phytochemistry, 35, 705–711 (1994).

    Article  CAS  Google Scholar 

  • Dreyer, D. L., Extractives of Polygala macradenia Gray (Polygalaceae). Tetrahedron, 25, 4415–4420 (1969).

    Article  CAS  Google Scholar 

  • Frost, H. M., The role of changes in mechanical usage set point in the pathogenesis of osteoporosis. J. Bone Miner. Res., 7, 253–261 (1992).

    Article  PubMed  CAS  Google Scholar 

  • Ghosal, S., Sharma, P. V., and Chaudhuri, R. K., Xanthones of Swertia bimaculata. Phytochemistry, 14, 2671–2675 (1975).

    Article  CAS  Google Scholar 

  • Guo, A. H., Li, J., Fu, H. Z., and Lin, W. H., Xanthone derivatives from medicinal plant Swertia mileensis. Chinese Traditional and Herbal Drugs, 34, 107–109 (2003).

    CAS  Google Scholar 

  • Inouye, H., Ueda, S., Inada, M., and Tsujii M., On the xanthones of Swertia bimaculata. Yakugaku Zasshi, 91, 1022–1026 (1971).

    PubMed  CAS  Google Scholar 

  • Lane, N. and Rehman, Q., Osteoporosis in the rheumatic disease patient. Lupus, 11, 675–679 (2002).

    Article  PubMed  CAS  Google Scholar 

  • Lee, K. H. and Choi, E. M., Biochanin A stimulates osteoblastic differentiation and inhibits hydrogen peroxide-induced production of inflammatory mediators in MC3T3-E1 cells. Biol. Pharm. Bull., 28, 1948–1953 (2005).

    Article  PubMed  CAS  Google Scholar 

  • Lee, J.-E., Shin, H.-H., Lee, E.-A., Phan, T. V., and Choi, H.-S., Stimulation of osteoclastogenesis by enhanced levels of MIP-1 in BALB/c mice in vitro. Exp. Hematol., 35, 1100–1108 (2007).

    Article  PubMed  CAS  Google Scholar 

  • Mikhailova, T. M., Shul’ts, E. E., Komarova, N. I., Tankhaea, L. M., Nikolaeva, G. G., Sambueva, Z. G., Nikolaev, S. M., Bodoev, N. V., and Tolstikov, G. A., Xanthones from Halenia corniculata. Synthesis and cholagogic action of certain derivatives. Chem. Nat. Compd., 40, 451–456 (2004).

    Article  CAS  Google Scholar 

  • Ohashi, K., Tanikawa, T., Okumura, Y., Kawazoe, K., Tatara, N., Minato, M., Shibuya, H., and Kitagawa, I., Indonesian medicinal plants. X. Chemical structures of four new triterpene-glycosides, gongganosides D, E, F, and G, and two secoiridoidglucosides from the bark of Bhesa paniculata (Celastraceae). Chem. Pharm. Bull., 42, 1791–1797 (1994).

    PubMed  CAS  Google Scholar 

  • Recio, I. M. C., Marston, A., and Hostettmann, K., Xanthones and secoiridoid glucosides of Halenia campanulata. Phytochemistry, 31, 1387–1389 (1992).

    Article  Google Scholar 

  • Rodriguez, S., Wolfender, J. L., Odontuya, G., Purev, O., and Hostettmann, K., Xanthones, secoiridoids and flavonoids from Halenia corniculata. Phytochemistry, 40, 1265–1272 (1995).

    Article  CAS  Google Scholar 

  • Sato, M., Nakamichi, Y., Nakamura, M., Sato, N., Ninomiya, T., Muto, A., Nakamura, H., Ozawa, H., Iwasaki, Y., Kobayashi, E., Shimizu, M., DeLuca, H. F., Takahashi, N., and Udagawa, N., New 19-nor-(20S)-1α,25-dihydroxyvitamin D3 analogs strongly stimulate osteoclast formation both in vivo and in vitro. Bone, 40, 293–304 (2007).

    Article  PubMed  CAS  Google Scholar 

  • Schapiua, C., Slinn, S., Sarid, M., Mokadai, S., Kabala, A., and Slibermann, M., Calcium and vitamin D enriched diets increase and preserve vertebral mineral content in aging laboratory rats. Bone, 16, 575–582 (1995).

    Article  Google Scholar 

  • Stout, G. H., Christensen, E. N., Balkenhol, W. J., and Stevens, K. L., Xanthones of the Gentianaceae-II — Frasera albicaulis Dougl. ex Griesb. Tetrahedron, 25, 1961–1973 (1969).

    Article  CAS  Google Scholar 

  • Suda, T., Takahashi, T., and Martin, T. J., Modulation of osteoclast differentiation. Endocr. Rev., 13, 66–80 (1992).

    Article  PubMed  CAS  Google Scholar 

  • Sun, H. F., Hu, B. L., Ding, J. Y., and Fan, S. F., Three new glycosides from Halenia elliptica. Acta Botanica Sinica, 29, 422–428 (1987).

    CAS  Google Scholar 

  • Van der Sluis, W. G., and Labadie, R. P., Polyoxygenated xanthones of Centaurium littorale. Phytochemistry, 24, 2601–2605 (1985).

    Article  Google Scholar 

  • Wild, R. A., Buchamain, J. R., Meyers, C., and Demers, L. M., Declining adrenal androgens: an association with bone loss in aging women. Proc. Soc. Exp. Biol. Med., 186, 355–360 (1987).

    PubMed  CAS  Google Scholar 

  • Wolfender, J. L., Hamburger, M., Msonthi, J. D., and Hostettmann, K., Xanthones from Chironia krebsii. Phytochemistry, 30, 3625–3629 (1991).

    Article  CAS  Google Scholar 

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Correspondence to Jinwoong Kim.

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Zhang, J., Ahn, MJ., Sun, Q.S. et al. Inhibitors of bone resorption from Halenia corniculata . Arch. Pharm. Res. 31, 850–855 (2008). https://doi.org/10.1007/s12272-001-1237-y

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  • DOI: https://doi.org/10.1007/s12272-001-1237-y

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