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A new ent-kaurane type diterpenoid glycoside from Inula japonica Thunb.

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Abstract

A new ent-kaurane type diterpenoid glycoside, 17-O-β-D-glucopyranosyl-16α-ent-kauran-19-oic acid (1), together with 17-hydroxy-16α-ent-kauran-19-oic acid (2), 16α,17-dihydroxyl-ent-kauran-19-oic acid (3), and 16α-hydroxy-17-acetoxy-ent-kauran-19-oic acid (4) were isolated from the aerial parts of Inula japonica Thunb. The structure of 1 was determined mainly by use of 1D and 2D NMR spectroscopic techniques including HSQC, 1H-1H COSY, HMBC, and NOESY. In addition, 4 exhibited significant inhibitory activity on NO production in LPS-stimulated RAW264.7 cells with IC50 value of 14.3 µg/mL.

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References

  • Denizot, F. and Lang, R., Rapid colorimetric assay for cell growth and survival. Modification to the tetrazolium dye procedure giving improved sensitivity and reliability. J. Immunol. Methods, 89, 271–277 (1986).

    Article  CAS  PubMed  Google Scholar 

  • Jeske, F., Huneck, S., and Jakupovic, J., Secoeudesmanolides from Inula japonica. Phytochemistry, 34, 1647–1649 (1993).

    Article  CAS  Google Scholar 

  • Kuai, Y. H., Bi, Z. M., Li, P., and Zhang, Y. H., A novel kaurane diterpenoid from the bark of Annona glabra Linn. Chem. Ind. Forest. Prod., 26, 13–15 (2006).

    CAS  Google Scholar 

  • Lin, R., Yu, D. J., and Wu, Z. Y., Inula L. In: Flora of China. Science Press, Beijing, pp. 263–281 (1989).

    Google Scholar 

  • Qin, J. J., Jin, H. Z., Fu, J. J., Hu, X. J., Wang, Y., Yan, S. K., and Zhang, W. D., Japonicones A-D, bioactive dimeric sesquiterpenes from Inula japonica Thunb. Bioorg. Med. Chem. Lett., 19, 710–713 (2009).

    Article  CAS  PubMed  Google Scholar 

  • Schimidt, H. H. H. W. and Kelm, M., Determination of nitrite and nitrate by the Giress reaction. In: Methods in nitric oxide research. John Wiley & Sons Ltd., London, pp. 491–497 (1996).

    Google Scholar 

  • Shao, Y., Bai, N. S., and Zhou, B. N., Kaurane glycosides from Inula britannica. Phytochemistry, 42, 783–786 (1996).

    Article  CAS  Google Scholar 

  • Wang, C. M., Jia, Z. J., and Zheng, R. L., The effect of 17 sesquiterpenes on cell viability and telomerase activity in the human ovarian cancer cell line HO-8910. Planta Med., 73, 180–184 (2007).

    Article  CAS  PubMed  Google Scholar 

  • Wu, Y. C., Hung, Y. C., Chang, F. R., Cosentino, M., Wang, H. K., and Lee, K. H., Identification of ent-16β,17- dihydroxykauran-19-oic acid as an anti-HIV principle and isolation of the new diterpenoids annosquamosins A and B from Annona squamosa. J. Nat. Prod., 59, 635–637(1996).

    Article  CAS  PubMed  Google Scholar 

  • Yang, C., Wang, C. M., and Jia, Z. J., Sesquiterpenes and other constituents from aerial parts of Inula japonica. Planta Med., 69, 662–666 (2003).

    Article  CAS  PubMed  Google Scholar 

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Correspondence to Wei Dong Zhang or Hui Zi Jin.

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Qin, J.J., Zhu, J.X., Zhang, W.D. et al. A new ent-kaurane type diterpenoid glycoside from Inula japonica Thunb.. Arch. Pharm. Res. 32, 1369–1372 (2009). https://doi.org/10.1007/s12272-009-2004-5

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  • DOI: https://doi.org/10.1007/s12272-009-2004-5

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