Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway

doi:10.1007/s13659-021-00301-4

Natural Products and Bioprospecting ›› 2021, Vol. 11 ›› Issue (3): 357-364.DOI: 10.1007/s13659-021-00301-4

• ORIGINAL ARTICLES • Previous Articles

Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway

Yan-Ni Chen¹, Xiao Ding¹, Dong-Mei Li^1,3, Qing-Yun Lu^1,2, Shuai Liu^1,2, Ying-Yao Li^1,3, Ying-Tong Di¹, Xin Fang¹, Xiao-Jiang Hao¹

1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, People's Republic of China;
2 University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China;
3 Yunnan University, Kunming, People's Republic of China

Received:2021-01-21 Revised:2021-02-25 Online:2021-06-04 Published:2021-06-24
Contact: Xin Fang, Xiao-Jiang Hao
Supported by:
This research was supported by the National Natural Science Foundation of China under Grant (Numbers 21432010; 31872666; 82073740); National Key R&D Program of China under Grant (Number 2018YFA0900600); Technological leading talent project of Yunnan (2015HA020); Special Fund for Talent Introduction of Kunming Institute of Botany, CAS (to Xin Fang); and Key R&D Program of Yunnan under Grant (2019ZF011-2).

Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway

Yan-Ni Chen¹, Xiao Ding¹, Dong-Mei Li^1,3, Qing-Yun Lu^1,2, Shuai Liu^1,2, Ying-Yao Li^1,3, Ying-Tong Di¹, Xin Fang¹, Xiao-Jiang Hao¹

1 State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Sciences, Kunming, People's Republic of China;
2 University of Chinese Academy of Sciences, Beijing 100049, People's Republic of China;
3 Yunnan University, Kunming, People's Republic of China

通讯作者: Xin Fang, Xiao-Jiang Hao
基金资助:
This research was supported by the National Natural Science Foundation of China under Grant (Numbers 21432010; 31872666; 82073740); National Key R&D Program of China under Grant (Number 2018YFA0900600); Technological leading talent project of Yunnan (2015HA020); Special Fund for Talent Introduction of Kunming Institute of Botany, CAS (to Xin Fang); and Key R&D Program of Yunnan under Grant (2019ZF011-2).

Abstract

Abstract: Euphopepluanones F-K (1-4), four new jatrophane type diterpenoids were isolated from the seeds of Euphorbia peplus, along with eight known diterpenoids (5-12). Their structures were established on the basis of extensive spectroscopic analysis and X-ray crystallographic experiments. The new compounds 1-4 were assessed for their activities to induce lysosomal biogenesis through LysoTracker Red staining. Compound 2 significantly induced lysosomal biogenesis. In addition, compound 2 could increase the number of LC3 dots, indicating that it could activate the lysosomal-autophagy pathway.

Key words: Euphorbia peplus, Jatrophane, Lysosomal biogenesis activity, Macrocyclic diterpenoid

摘要： Euphopepluanones F-K (1-4), four new jatrophane type diterpenoids were isolated from the seeds of Euphorbia peplus, along with eight known diterpenoids (5-12). Their structures were established on the basis of extensive spectroscopic analysis and X-ray crystallographic experiments. The new compounds 1-4 were assessed for their activities to induce lysosomal biogenesis through LysoTracker Red staining. Compound 2 significantly induced lysosomal biogenesis. In addition, compound 2 could increase the number of LC3 dots, indicating that it could activate the lysosomal-autophagy pathway.

关键词: Euphorbia peplus, Jatrophane, Lysosomal biogenesis activity, Macrocyclic diterpenoid

Yan-Ni Chen, Xiao Ding, Dong-Mei Li, Qing-Yun Lu, Shuai Liu, Ying-Yao Li, Ying-Tong Di, Xin Fang, Xiao-Jiang Hao. Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway[J]. Natural Products and Bioprospecting, 2021, 11(3): 357-364.

References

1. M. Ernst, O.M. Grace, C.H. Saslis-Lagoudakis, N. Nilsson, H.T. Simonsen, N. Rønsted, J. Ethnopharmacol. 176, 90-101 (2015)
2. Q.W. Shi, X.H. Su, H. Kiyota, Chem. Rev. 108, 4295-4327 (2008)
3. A. Vasas, J. Hohmann, Chem. Rev. 114, 8579-8612 (2014)
4. G. Corea, E. Fattorusso, V. Lanzotti, O. Taglialatela-Scafati, G. Appendino, M. Ballero, P.-N. Simon, C. Dumontet, A.D. Pietro, J. Med. Chem. 46, 3395-3402 (2003)
5. J. Heiss, M. Iadarola, F. Cantor, A. Oughourli, R. Smith, A. Mannes, J. Pain 15, S67 (2014)
6. A. Vasas, D. Rédei, D. Csupor, J. Molnár, J. Hohmann, Eur. J. Org. Chem. 2012, 5115-5130 (2012)
7. B. Berman, Clin. Cosmet. Investig. Dermatol. 20, 111-122 (2012)
8. Editorial Committee of Flora of China of Chinese Academy of Science, Flora of Chia, vol. 44 (Science Press, Beijing, 1997), pp. 111
9. S.M. Ogbourne, P.G. Parsons, Fitoterapia 98, 36-44 (2014)
10. Y. Li, M. Xu, X. Ding, C. Yan, Z. Song, L. Chen, X. Huang, X. Wang, Y. Jian, G. Tang, C. Tang, Y. Di, S. Mu, X. Liu, K. Liu, T. Li, Y. Wang, L. Miao, W. Guo, X. Hao, C. Yang, Nat. Cell. Biol. 18, 1065-1077 (2016)
11. N.D. Zhao, X. Ding, Y. Song, D.Q. Yang, H.L. Yu, T.A. Adelakun, W.D. Qian, Y. Zhang, Y.T. Di, F. Gao, X.J. Hao, S.L. Li, J. Nat. Prod. 81, 1209-1218 (2018)
12. Y.L. Ma, X.H. Tang, W.J. Yuan, X. Ding, Y.T. Di, X.J. Hao, Nat. Prod. Bioprospect. 8, 131-135 (2018)
13. Y.N. Chen, X. Ding, Q.Y. Lu, D.M. Li, B.T. Li, S. Liu, L. Yang, Y. Zhang, Y.T. Di, X. Fang, X.J. Hao, Bioorg. Chem. 105, 104464 (2020)
14. T.A. Adelakun, X. Ding, R.M. Ombati, N.D. Zhao, O.O. Obodozie-Ofoegbu, Y.T. Di, Y. Zhang, X.J. Hao, Nat. Prod. Res. 34, 3027-3035 (2020)
15. Y.N. Chen, Q.Y. Lu, D.M. Li, Y.Y. Li, X.X. Pu, B.T. Li, X.H. Tang, H.Y. Tang, S. Liu, L. Yang, Y. Zhang, Y.T. Di, X. Fang, X.J. Hao, Nat. Prod. Res. (2020). https://doi.org/10.1080/14786419.2020.1749609
16. W.J. Yuan, W.F. Gao, J.Y. Zhao, Y. Zhang, D.Z. Chen, S.L. Li, Y.T. Di, X.J. Hao, Fitoterapia 144, 104583 (2020)
17. J. Hohmann, D. Rédei, P. Forgo, J. Molnár, G. Dombi, T. Zorig, J. Nat. Prod. 66, 976-979 (2003)
18. A. Hasan, G.-Y. Liu, R. Hu, H.A. Aisa, J. Nat. Prod. 82, 724-734 (2019)
19. J. Hohmann, A. Vasas, G. Gunther, G. Dombi, G. Blazso, G. Falkay, L. Mathe, G. Jerkovich, Phytochemistry 51, 673-677 (1999)
20. G. Corea, E. Fattorusso, V. Lanzotti, R. Motti, P.-N. Simon, C. Dumontet, A.D. Pietro, J. Med. Chem. 47, 988-992 (2004)
21. L.J. Lin, A.D. Kinghorn, J. Agric. Food. Chem. 31, 396-400 (1983)
22. J. Hohmann, F. Evanics, L. Berta, T. Bartok, Planta Med. 66, 291-294 (2000)
23. L. Zhang, L. Gao, Z. Li, X. Yan, A. Ding, Int. J. Mol. Sci. 13, 11247-11259 (2012)
24. J. Hohmann, G. Günther, A. Vasas, A. Kálmán, G. Argay, J. Nat. Prod. 62, 107-109 (1999)
25. J. Jakupovic, T. Morgenstern, M. Bittner, M. Silva, Phytochemistry 47, 1601-1609 (1998)

Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway

Jatrophane Diterpenoids from the Seeds of Euphorbia peplus with Potential Bioactivities in Lysosomal-Autophagy Pathway

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