Cytotoxic abietane and kaurane diterpenoids from Celastrus orbiculatus

Abstract

Celastrus orbiculatus is a medicinal plant belonging to the Celastraceae family. In this survey on the secondary metabolites of plants for obtaining antitumor substances, the chemical constituents of the stems of C. orbiculatus were investigated. Nortriptonoterpene (1), a new C19-norabietane diterpenoid, together with six other known abietane-type diterpenoids (27) and five known kaurane-type diterpenoids (812) were isolated and identified from the EtOAc extract of C. orbiculatus. Their structures were elucidated on the basis of extensive spectroscopic methods, including UV, IR, HR-ESI–MS, ECD, and NMR experiments, and by comparison with literature data. Compound 1 is a new C19-norabietane diterpenoid with 19 carbons. All compounds except for 10 and 11 were isolated from C. orbiculatus for the first time. The NMR data of 9 were reported for the first time. Compounds 1, 7 and 11 showed cytotoxicities against SGC-7901 with IC50 values of 63.2, 80.9 and 56.7 μM, respectively.

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Acknowledgements

Financial support from the opening project of the Zhejiang Provincial Top Key Discipline of Pharmaceutical Sciences (201707), the open project of the Key Laboratory of Marine Medicine, Guangdong Province and the Key Laboratory of Tropical Marine Bio-resources and Ecology, Chinese Academy of Sciences (2018011008), the Natural Science Foundation of Jiangsu Province for Youths (BK20180927), and the Administration of Traditional Chinese Medicine of Jiangsu Province (YB201850) are gratefully acknowledged.

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Correspondence to Yan-Qing Liu.

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Jiang, W., Shan, T., Xu, J. et al. Cytotoxic abietane and kaurane diterpenoids from Celastrus orbiculatus. J Nat Med 73, 841–846 (2019). https://doi.org/10.1007/s11418-019-01326-3

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Keywords

  • Celastrus orbiculatus
  • Abietane-type diterpenoid
  • Kaurane-type diterpenoid
  • Cytotoxic activity