Skip to main content
Log in

A New Sesquiterpene from Dendranthema grandiflora Flowers

  • Published:
Chemistry of Natural Compounds Aims and scope

Chemical investigation of the dichloromethane extracts of the flowers of Dendranthema grandiflora cv. Yoko Ono afforded a new sesquiterpene lactone, grandiflorolide (1), 1,2-dilinoleoyl-3-linolenoylglycerol (2), a mixture of pseudotaraxasterol (3a), taraxasterol (3b), β-amyrin (3c), α-amyrin (3d), and lupeol (3e) in about 2:1:1:0.5:0.5 ratio, and another mixture of β-sitosterol (4a) and stigmasterol (4b) in about 2:1 ratio. The structure of 1 was elucidated by extensive 1D and 2D NMR spectroscopy, while those of 2–4b were identified by comparison of their NMR data with literature data.

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

Access this article

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. N. O. Anderson, Hort. Sci., 22, 313 (1987).

    Google Scholar 

  2. H. Niek Dekker (NL), US PP12,566 P2 (2002).

  3. K. Hattori and Y. Futsuhara, J. Breed., 20, 261 (1970).

    Article  Google Scholar 

  4. S. Asen, R. N. Stewart, and K. H. Norris, Phytochemistry, 14, 1443 (1975).

    Article  CAS  Google Scholar 

  5. S. Sinha, R. K. Khanna, S. N. Srivastava, and A. Singh, Chem. Pharm. Bull., 3, 8 (1986).

    CAS  Google Scholar 

  6. N. Saito, K. Toki, T. Honda, and K. Kawase, Phytochemistry, 27, 2963 (1988).

    Article  CAS  Google Scholar 

  7. K. Kawase, Y. Tsukamoto, N. Saitom, and Y. Osawa, Plant Cell Physiol., 11, 349 (1970).

    Article  CAS  Google Scholar 

  8. M. Arisawa, Y. Ishiwari, T. Nakaoki, S. Sekino, and T. Takakuwa, Shoyakugaku Zasshi, 23, 49 (1969).

    CAS  Google Scholar 

  9. K. K. Hsu and W. H. Wang, Taiwan Ke Hsueh, 18, 102 (1964).

    CAS  Google Scholar 

  10. K. E. Schwinn, K. R. Markham, and N. K. Given, Phytochemistry,35, 145 (1994).

    Article  CAS  Google Scholar 

  11. Y. J. Wang, X. W. Yang, and Q. S. Guo, Zhongguo Zhong Yao Za Zhi, 33, 526 (2008).

    CAS  PubMed  Google Scholar 

  12. J. Q. Liu, Q. Q. Shen, J. S. Liu, and J. T. Wang, Zhongguo Zhong Yao Za Zhi, 26, 547 (2001).

    PubMed  Google Scholar 

  13. N. O. Anderson, P. D. Ascher, and R. F. Widmer, Euphytica, 37, 229 (1988).

    Google Scholar 

  14. M. Kakehi, H. Yokota, and K. Yamauchi, J. Jpn. Soc. Hort. Sci., 34, 232 (1965).

    Article  Google Scholar 

  15. K. Kawase and Y. Tsukamoto, J. Jpn. Soc. Hort. Sci., 43, 165 (1974).

    Article  Google Scholar 

  16. K. Kawase and Y. Tsukamoto, J. Jpn. Soc. Hort. Sci., 45, 65 (1976).

    Article  Google Scholar 

  17. M. Hodaei, M. Rahimmalek, and A. Arzani, Biochem. Syst. Ecol.,74, 1 (2017).

    Article  CAS  Google Scholar 

  18. Q. Wei, X. Y. Ji, X. S. Long, Q. R. Li, and H. Yin, Zhong Yao Cai,38, 305 (2015).

    CAS  PubMed  Google Scholar 

  19. C. Y. Ragasa, F. Tiu, and J. A. Rideout, ACGC Chem. Res. Commun.,18, 12 (2005).

    Google Scholar 

  20. C. Y. Ragasa, V. D. Ebajo Jr., M. M. De Los Reyes, E. H. Mandia, R. Brkljaca, and S. Urban, J. Appl. Pharm. Sci.,16, 5 (Suppl. 2), (2015).

  21. A.-M. Yang, X. Liu, R.-H. Lu, and Y.-P. Shi, Pharmazie,61, 70 (2006).

    CAS  PubMed  Google Scholar 

  22. X.-M. Ma, D.-L. Di, and Y.-P. Shi, Chem. Nat. Compd., 44, 399 (2008).

    Article  CAS  Google Scholar 

  23. C. Y. Ragasa, V. D. Ebajo Jr., M. M. De Los Reyes, E. H. Mandia, R. Brkljaca, and S. Urban, Int. J. Pharmacogn. Phytochem. Res., 7, 718 (2015).

    Google Scholar 

  24. S. Ma, A. Yang, L. Yang, W. J. Guo, C. Li, and Q. Shang, Chem. Nat. Compd., 53, 586 (2017).

    Article  CAS  Google Scholar 

  25. L. Wu, W. Xiong, J.-W. Hu, X.-H. Li, J.-P. Fu, C.-L. Si, and J. Wang, Chem. Nat. Compd., 54, 610 (2018).

    Article  CAS  Google Scholar 

  26. C. Y. Ragasa, O. B. Torres, J. M. P. Gutierrez, H. P. B. C. Kristiansen, and C.-C. Shen, J. Appl. Pharm. Sci., 5, 94 (2015).

    Article  CAS  Google Scholar 

  27. H. S. Al Hinai, W. M. Al-Subhi, F. R. S. Al-Rubaiai, S. I. Hassan, N. Sherwani, and M. O. Ftope, Chem. Nat. Compd., 54, 790 (2018).

    Article  Google Scholar 

  28. L. Chen, J. Wang, and W. Kang, Chem. Nat. Compd., 52, 1141 (2016).

    Article  CAS  Google Scholar 

  29. V. D. Ebajo Jr., C.-C. Shen, and C. Y. Ragasa, J. Appl. Pharm. Sci., 5, 33 (2015).

    CAS  Google Scholar 

  30. M. Pal, S. K. Tewari, X.-Q. Chen, and Q.-S. Zhao, Chem. Nat. Compd., 49, 190 (2013).

    Article  Google Scholar 

  31. H.-S. Chang, Y.-S. Chen, M.-J. Cheng, H.-C. Wu, H.-Y. Chan, S.-Y. Hsieh, S.-S. Yang, I.- S. Chen, and I.-J. Chen, Chem. Nat. Compd., 54, 396 (2018).

  32. C. Y. Ragasa, G. S. Lorena, E. H. Mandia, D. D. Raga, and C.-C. Shen, Am. J. Essent. Oils Nat. Prod., 1, 7 (2013).

    Google Scholar 

  33. C. Y. Ragasa, V. A. S. Ng, O. B. Torres, N. S. Y. Sevilla, K. V. M. Uy, M. C. S. Tan, M. G. Noel, and C.-C. Shen, J. Chem. Pharm. Res., 5, 1237 (2013).

    Google Scholar 

  34. Q. Wang, P. Qiu, F. Guan, Y. Shan, M. Yin, X. Feng, and F. Liu, Chem. Nat. Compd., 54, 38 (2018).

    Article  Google Scholar 

Download references

Acknowledgment

A research grant from the De La Salle University Science Foundation, through the University Research Coordination Office, De La Salle University, Manila, Philippines, is gratefully acknowledged.

Author information

Authors and Affiliations

Authors

Corresponding author

Correspondence to Consolacion Y. Ragasa.

Additional information

Published in Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2020, pp. 378–380.

Rights and permissions

Reprints and permissions

About this article

Check for updates. Verify currency and authenticity via CrossMark

Cite this article

Ragasa, C.Y., Si, M., Tan, M.C.S. et al. A New Sesquiterpene from Dendranthema grandiflora Flowers. Chem Nat Compd 56, 436–439 (2020). https://doi.org/10.1007/s10600-020-03057-4

Download citation

  • Received:

  • Published:

  • Issue Date:

  • DOI: https://doi.org/10.1007/s10600-020-03057-4

Keywords

Navigation