Skip to main content
SpringerLink
Log in

Stilbene Derivatives from the Leaves and Stems of Bletilla striata and their Cytotoxicity and Autophagy Activity

  • Published:
Chemistry of Natural Compounds Aims and scope

Two new compounds (1 and 2), together with five known (3–7) stilbene derivatives, were isolated from the leaves and stems of Bletilla striata. Their structures were elucidated by spectroscopic methods, including extensive 1D and 2D NMR techniques. Compounds 1 and 2 were evaluated for their cytotoxicity against five human tumor cell lines. Compound 1 showed cytotoxicity against SHSY5Y and MCF7 cells with IC50 values of 2.8 and 2.2 μM. Compound 2 showed cytotoxicity against SHSY5Y and MCF7 cells with IC50 values of 2.2 and 2.4 μM, respectively. Moreover, compound 1 was found to trigger both apoptosis and autophagy in Hela cells, as indicated by increased cleaved PARP and LC3B, respectively. The enhanced autophagy induced by compound 1 was further confirmed by imaging detection of more autophagosomes (mRFP–GFP–LC3+ puncta) and autolysosomes (mRFP–LC3+ puncta), as well as a low GFP/RFP fluorescence ratio of GFP-LC3-RFP. Signal pathway analysis indicated compound 1 might inhibit mTOR signaling to stimulate autophagy.

This is a preview of subscription content, log in via an institution to check access.

Access this article

Log in via an institution

Price excludes VAT (USA)
Tax calculation will be finalised during checkout.

Instant access to the full article PDF.

Institutional subscriptions

Fig. 1.
Fig. 2.
Fig. 3.

Similar content being viewed by others

References

  1. J. Q. Feng, R. J. Zhang, and W. M. Zhao, Helv. Chim. Acta, 91, 520 (2008).

    Article  CAS  Google Scholar 

  2. X. R. He, X. X. Wang, J. C. Fang, Z. F. Zhao, L. H. Huang, H. Guo, and X. H. Zheng, J. Ethnopharmacol., 195, 20 (2017).

    Article  CAS  Google Scholar 

  3. J. Y. Bae, J. W. Lee, Q. Jin, H. Jang, D. Lee, Y. Kim, J. T. Hong, M. K. Lee, M. S. Lee, and B. Y. Hwang, Chem. Biodiv., 14, 1 (2016).

    Google Scholar 

  4. S. Jiang, C. F. Chen, X. P. Ma, M. Y. Wang, W. Wang, Y. Xia, N. Zhang, M. K. Wu, and W. D. Pan, Fitoterapia, 138, 104190 (2019).

    Article  Google Scholar 

  5. J. Y. Li, M. T. Kuang, L. Yang, Q. H. Kong, B. Hou, Z. H. Liu, X. Q. Chi, M. Y. Yuan, J. M. Hu, and S. J. Zhou, Fitoterapia, 127, 74 (2018).

    Article  CAS  Google Scholar 

  6. H. Matsuda, T. Morikawa, H. H. Xie, and M. Yoshikawa, Planta Med., 70, 847 (2004).

    Article  CAS  Google Scholar 

  7. Y. Shi, B. Zhang, Y. Y. Lu, C. D. Qian, Y. Feng, L. W. Fang, Z. S. Ding, and D. Q. Cheng, BMC. Complement. Altern.\ Med., 17, 273 (2017).

  8. C. D. Qian, F. S. Jiang, H. S. Yu, Y. Shen, Y. H. Fu, D. Q. Cheng, L. S. Gan, and Z. S. Ding, J. Nat. Prod., 78, 939 (2015).

    Article  CAS  Google Scholar 

  9. S. Xiao, F. M. Yuan, M. S. Zhang, S. Y. Yu, J. D. Li, X. D. Yi, and D. L. Xu, J. Asian. Nat. Prod. Res., 19, 140 (2017).

    Article  CAS  Google Scholar 

  10. G. X. Han, L. X. Wang, Z. B. Gu, and W. D. Zhang, Acta Pharm. Sin. B, 37, 194 (2002).

    CAS  Google Scholar 

  11. J. Q. Feng, R. J. Zhang, and W. M. Zhao, Helv. Chim. Acta, 91, 520 (2008).

    Article  CAS  Google Scholar 

  12. G. X. Han, L. X. Wang, W. D. Zhang, M. L. Wang, H. T. Liu, and J. H. Xiao, Acad. J. Sec. Mil. Med. Univ., 23, 1029 (2002).

    CAS  Google Scholar 

  13. K. W. Woo, J. E. Park, S. U. Choi, K. H. Kim, and K. R. Lee, Nat. Prod. Sci., 20, 91 (2014).

    CAS  Google Scholar 

  14. L. N. Wang, Y. Z. He, Q. D. Zhao, Y. R. Deng, P. Q. Wu, and Y. J. Zhang, J. Asian Nat. Prod. Res., 19, 981 (2017).

    Article  CAS  Google Scholar 

  15. T. El Khawand, A. Courtois, J. Valls, T. Richard, and S. Krisa, Phytochem. Rev., 17, 1007 (2018).

    Article  Google Scholar 

  16. E. A. Abourashed, Review of Stilbenes: Applications in Chemistry, Life Sciences and Materials Science, Wiley-VCH, Weinheim, Germany, 2009, 360 pp.

  17. G. R. Pettit, A. Numata, C. Iwamoto, Y. Usami, T. Yamada, H. Ohishi, and G. M. Cragg, J. Nat. Prod., 69, 323 (2006).

    Article  CAS  Google Scholar 

  18. L. Q. Wang, M. M. Wu, Z. R. Tang, X. Y. Yang, Y. M. Lei, L. Wang, B. L. Yin, and Y. G. Chen, Biochem. Syst. Ecol., 43, 48 (2012).

    Article  CAS  Google Scholar 

  19. F. R. Stermitz and C. C. Oscar, J. Nat. Prod., 46, 913 (1983).

    Article  CAS  Google Scholar 

  20. S. Z. Huang, F. D. Kong, G. Chen, X. H. Cai, L. M. Zhou, Q. Y. Ma, Q. Wang, W. L. Mei, H. F. Dai, and Y. X. Zhao, Phytochemistry, 159, 208 (2019).

    Article  CAS  Google Scholar 

  21. A. Silayo, B. T. Ngadjui, and B. M. Abegaz, Phytochemistry, 52, 947 (1999).

    Article  CAS  Google Scholar 

  22. Y. K. Li, B. Zhou, Y. Q. Ye, G. Du, D. Y. Niu, C. Y. Meng, X. M. Gao, and Q. F. Hu, Bull. Kor. Chem. Soc., 34, 3257 (2013).

    Article  CAS  Google Scholar 

  23. T. Mosmann, J. Immunol. Methods., 65, 55 (1983).

    Article  CAS  Google Scholar 

  24. T. Kaizuka, H. Morishita, Y. Hama, S. Tsukamoto, T. Matsui, Y. Toyota, A. Kodama, T. Ishihara, T. Mizushima, and N. Mizushima, Mol. Cell., 64, 835 (2016).

    Article  CAS  Google Scholar 

Download references

ACKNOWLEDGMENT

This Project was supported financially by the National Natural Science Foundation of China (No. 21562044), the Yunnan Innovative Research Team (2019HC020), and the CAS-Croucher Funding Scheme (JY).

Author information

Authors and Affiliations

  1. Department of Biomedical Sciences, City University of Hong Kong, Hong Kong, P. R. China

    Da-Wei Wang & Jian-Bo Yue

  2. City University of Hong Kong ShenZhen Research Institute, ShenZhen, P. R. China

    Da-Wei Wang & Jian-Bo Yue

  3. Key Laboratory of Chemistry in Ethnic Medicinal Resources, State Ethnic Affairs Commission & Ministry of Education, Yunnan Minzu University, 650031, Kunming, P. R. China

    Fan Wu, Ya-Ning Zhu, Lu Liu, Dong Miao, Min Zhou, Wei-Guang Wang & Qiu-Fen Hu

Authors
  1. Da-Wei Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Fan Wu
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Ya-Ning Zhu
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Lu Liu
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Dong Miao
    View author publications

    You can also search for this author in PubMed Google Scholar

  6. Min Zhou
    View author publications

    You can also search for this author in PubMed Google Scholar

  7. Wei-Guang Wang
    View author publications

    You can also search for this author in PubMed Google Scholar

  8. Qiu-Fen Hu
    View author publications

    You can also search for this author in PubMed Google Scholar

  9. Jian-Bo Yue
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Qiu-Fen Hu.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2021, pp. 394–398.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Wang, DW., Wu, F., Zhu, YN. et al. Stilbene Derivatives from the Leaves and Stems of Bletilla striata and their Cytotoxicity and Autophagy Activity. Chem Nat Compd 57, 462–467 (2021). https://doi.org/10.1007/s10600-021-03388-w

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-021-03388-w

Keywords

Search

Navigation