Skip to main content
SpringerLink
Log in

A New Diarylheptanoid from the Twigs of Quercus Acutissima and their Neuroprotective Activity

  • Published:
Chemistry of Natural Compounds Aims and scope

A new diarylheptanoid glycoside, acutissioside A (4), along with five known diarylheptanoids (1–3, 5, 6) was isolated from the twigs of Quercus acutissima Carruth. The structure of the new compound was determined via spectral analysis, including NMR spectra (1H and 13C NMR, 1H–1H COSY, HSQC, HMBC) and HR-ESI-MS, acid hydrolysis, and specific optical rotation data. The neuroprotective effect of all the diarylheptanoid compounds (1–6) was evaluated. Compound 1 exhibited NGF secretion to 154.60 ± 2.87%, which was stronger than that of the positive control 6-shogaol (140.45 ± 2.18%).

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.

Similar content being viewed by others

References

  1. Y. N. Lee, Flora of Korea, Kyo-Hak Publishing Co, Seoul, 1996, 66 pp.

    Google Scholar 

  2. K. Ishimaru, G. I. Nonaka, and I. Nishioka, Phytochemistry, 26, 1147 (1987).

    Article  CAS  Google Scholar 

  3. Y. S. Lee, J. K. Kim, Y. S. Bae, M. H. Won, I. J. Kang, and S. S. Lim, Arch. Pharm. Res.,34, 211 (2011).

  4. X. L. Zeng, G. M. Fu, K. Tian, J. X. Sun, H. B. Xiong, X. Z. Huang, and Z. Y. Jiang, Nat. Prod. Res.,28, 1364 (2014).

    Article  CAS  Google Scholar 

  5. Z. H. Jiang, T. Tanaka, H. Hirata, R. Fukuoka, and I. Kouno, Phytochemistry, 43, 1049 (1996).

    Article  CAS  Google Scholar 

  6. S. Diao, M. Jin, J. Sun, Y. Zhou, C. Ye, Y. Jin, W. Zhou, and G. Li, Nat. Prod. Res., 33, 701 (2019).

    Article  CAS  Google Scholar 

  7. A. Yokosuka, Y. Mimaki, H. Sakagami, and Y. Sashida, J. Nat. Prod.,65, 283 (2002).

    Article  CAS  Google Scholar 

  8. H. Yin, J. G. Luo, and L. Y. Kong, Phytochem. Lett.,6, 403 (2013).

    Article  CAS  Google Scholar 

  9. G. Li, J. M. Cui, Y. Kwon, C. S. Seo, C. S. Lee, M. H. Woo, E. S. Lee, Y. Jahng, H. W. Chang, S. H. Lee, and J. K. Son, Bull. Kor. Chem. Soc.,26, 1878 (2005).

    Article  CAS  Google Scholar 

  10. W. S. Suh, K. H. Kim, H. K. Kim, S. U. Choi, and K. R. Lee, Helv. Chim. Acta, 98, 1087 (2015).

    Article  CAS  Google Scholar 

  11. S. P. Reddy, B. Chinnababu, and Y. Venkateswarlu, Helv. Chim. Acta,97, 999 (2014).

    Article  CAS  Google Scholar 

  12. H. Yang, S. H. Sung, J. Kim, and Y. C. Kim, Planta Med., 77, 841 (2011).

    Article  CAS  Google Scholar 

  13. L. Zhang, T. Xu, S. Wang, L. Yu, D. Liu, R. Zhan, and S. Y. Yu, Behav. Brain Res., 235, 67 (2012).

    Article  CAS  Google Scholar 

  14. K. Y. Lee, E. J. Jeong, J. Huh, N. Cho, T. B. Kim, B. J. Jeon, S. H. Kim, H. P. Kim, and S. H. Sung, Phytomedicine, 19, 1315 (2012).

    Article  CAS  Google Scholar 

  15. G. Y. Choi, H. B. Kim, E. S. Hwang, S. Lee, M. J. Kim, J. Y. Choi, S. O. Lee, S. S. Kim, and J. H. Park, Mediat. Inflamm., 2017, 9 (2017).

    Google Scholar 

  16. D. Acharya, A-C. Mitaine-Offer, N. Kaushik, T. Miyamoto, T. Paululat, J-F. Mirjolet, O. Duchamp, and M-A. Lacaille-Dubois, J. Nat. Prod.,73, 7 (2010).

  17. S. Hara, H. Okabe, and K. Mihashi, Chem. Pharm. Bull., 35, 501 (1987).

    Article  CAS  Google Scholar 

Download references

Acknowledgment

This research was supported by the Basic Science Research Program through the National Research Foundation of Korea (NRF) funded by the Ministry of Education, Science and Technology [2012R1A5A2A28671860]. We are thankful to the Korea Basic Science Institute (KBSI) for the MS spectra measurements.

Author information

Authors and Affiliations

  1. Natural Products Laboratory, School of Pharmacy, Sungkyunkwan University, Suwon, Republic of Korea

    Joon Min Cha & Kang Ro Lee

  2. Gachon Institute of Pharmaceutical Science, Gachon University, Incheon, Republic of Korea

    Lalita Subedi, Zahra Khan & Sun Yeou Kim

  3. College of Pharmacy, Gachon University, Incheon, Republic of Korea

    Lalita Subedi, Zahra Khan & Sun Yeou Kim

Authors
  1. Joon Min Cha
    View author publications

    You can also search for this author in PubMed Google Scholar

  2. Lalita Subedi
    View author publications

    You can also search for this author in PubMed Google Scholar

  3. Zahra Khan
    View author publications

    You can also search for this author in PubMed Google Scholar

  4. Sun Yeou Kim
    View author publications

    You can also search for this author in PubMed Google Scholar

  5. Kang Ro Lee
    View author publications

    You can also search for this author in PubMed Google Scholar

Corresponding author

Correspondence to Kang Ro Lee.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 2, March–April, 2020, pp. 191–194.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Cha, J.M., Subedi, L., Khan, Z. et al. A New Diarylheptanoid from the Twigs of Quercus Acutissima and their Neuroprotective Activity. Chem Nat Compd 56, 213–216 (2020). https://doi.org/10.1007/s10600-020-02990-8

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-020-02990-8

Keywords

Search

Navigation