Cytotoxic Sesquiterpenoid Derivatives from the Whole Plant of Solanum septemlobum

  • Qin-Lan Song
  • Lei Zhang
  • Gui-Sheng Li
  • Kai Xiao
  • Qing-Tong Han
  • Sheng-Jun Dai
Article
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Two new sesquiterpenoid derivatives, attributable to the eudesmane type (1, named septemlobin E) and the vetispirane type (2, named septemlobin F), were isolated from the whole plant of Solanum septemlobum. Their structures were elucidated on the basis of integrated spectroscopic techniques, mainly HR-FAB-MS and 1D and 2D NMR (1H–1H COSY, HMQC, HMBC, and ROESY). In vitro, the two sesquiterpenoid derivatives were found to show significant cytotoxicity against three cancer cell lines (P-388, HONE-1, and HT-29), and gave IC50 values in the range 3.0–7.1 μM.

Keywords

Solanum septemlobum septemlobins E and F cytotoxic activity 

Notes

Acknowledgment

This study was financially supported by the Natural Science Foundation of China (21372189). The authors are grateful to Wen-Yan Wang and Li Shen (School of Pharmaceutical Science, Yantai University) for the measurements of FAB-MS, HR-FAB-MS, UV, IR, and NMR spectra. The authors also gratefully acknowledge Hong-Bo Wang (School of Pharmaceutical Science, Yantai University) for the bioactivity screenings.

References

  1. 1.
    Y. Lu, J. Luo, and L. Kong, Phytochemistry, 72, 668 (2011).CrossRefPubMedGoogle Scholar
  2. 2.
    Z. Q. Zhang, J. G. Luo, J. S. Wang, and L. Y. Kong, Helv. Chim. Acta, 96, 931 (2013).CrossRefGoogle Scholar
  3. 3.
    F. R. Chang, C. T. Yen, E. S. Mohamed, C. Y. Yu, M. H. Yen, Y. B. Cheng, S. L. Chen, and Y. C. Wu, Bioorg. Med. Chem. Lett., 23, 2738 (2013).CrossRefPubMedGoogle Scholar
  4. 4.
    G. Xie, W. D. Duan, B. Q. Tao, and C. Li, Nat. Prod. Res. Dev., 20, 627 (2008).Google Scholar
  5. 5.
    S. J. Dai, L. Shen, and Y. Ren, Nat. Prod. Res., 23, 1196 (2009).CrossRefPubMedGoogle Scholar
  6. 6.
    Y. Ren, L. Shen, D. W. Zhang, and S. J. Dai, Chem. Pharm. Bull., 57, 408 (2009).CrossRefPubMedGoogle Scholar
  7. 7.
    X. D. Yue, G. W. Qu, B. F. Li, C. H. Xue, G. S. Li, and S. J. Dai, J. Asian Nat. Prod. Res., 14, 486 (2012).CrossRefPubMedGoogle Scholar
  8. 8.
    F. Yao, Q. L. Song, L. Zhang, G. S. Li, and S. J. Dai, Phytochem. Lett., 6, 453 (2013).CrossRefGoogle Scholar
  9. 9.
    G. S. Li, F. Yao, L. Zhang, X. D. Yue, and S. J. Dai, J. Asian Nat. Prod. Res., 16, 129 (2014).CrossRefPubMedGoogle Scholar
  10. 10.
    X. P. Nie, F. Yao, X. D. Yue, G. S. Li, and S. J. Dai, Nat. Prod. Res., 28, 641 (2014).CrossRefPubMedGoogle Scholar
  11. 11.
    G. M. S. P. Guilhon and A. H. Muller, Phytochemistry, 47, 227 (1998).CrossRefGoogle Scholar
  12. 12.
    K. Engstrom, Phytochemistry, 49, 1585 (1998).CrossRefPubMedGoogle Scholar
  13. 13.
    J. Y. Chang, J. F. Liu, S. H. Juang, T. W. Liu, and L. T. Chen, Cancer Res., 62, 3716 (2002).PubMedGoogle Scholar
  14. 14.
    C. I. Chang, C. C. Kuo, J. Y. Chang, and Y. H. Kuo, J. Nat. Prod., 67, 91 (2004).CrossRefPubMedGoogle Scholar
  15. 15.
    H. B. Wang, H. Y. Li, M. X. Zuo, Y. Zhang, H. Liu, W. S. Fang, and X. G. Chen, Cancer Lett., 268, 89 (2008).CrossRefPubMedGoogle Scholar

Copyright information

© Springer Science+Business Media, LLC, part of Springer Nature 2018

Authors and Affiliations

  • Qin-Lan Song
    • 1
  • Lei Zhang
    • 2
  • Gui-Sheng Li
    • 2
  • Kai Xiao
    • 2
  • Qing-Tong Han
    • 2
  • Sheng-Jun Dai
    • 1
    • 2
  1. 1.Shandong University of Traditional Chinese Medicine Affiliated HospitalJinanP. R. China
  2. 2.School of Pharmaceutical ScienceYantai UniversityYantaiP. R. China

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