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New norditerpenoid alkaloids from Aconitum vilmorinianum Komarov

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Abstract

Aconitum vilmorinianum Komarov is a local medicinal plant used in many well-known clinical preparations to treat rheumatism and pains in Yunnan Province, China. Phytochemical examination of the roots of A. vilmorinianum led to the isolation of three novel imine-type norditerpenoid alkaloids named vilmorrianines E–G (1–3), and a new natural alkaloid N-desethyl-N-formyl-8-O-methyltalatisamine (4), together with 14 known alkaloids. Their structures were elucidated on the basis of spectroscopic evidence. Vilmorrianine E is the first known norditerpenoid alkaloid containing both an imine group and a three-membered ring formed by C8, C9, and C10.

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References

  1. Xiao PG, Wang FP, Gao F, Yan LP, Chen DL, Liu Y (2006) A pharmacophylogenetic study of Aconitum L. (Ranunculaceae) from China. Acta Phytotaxonom Sin 44:1–46

    Article  Google Scholar 

  2. Wang JL, Shen XL, Chen QH, Qi G, Wang W, Wang FP (2009) Structure-analgesic activity relationship studies on the C18- and C19-diterpenoid alkaloids. Chem Pharm Bull 57:801–807

    Article  CAS  PubMed  Google Scholar 

  3. Yang CR, Hao XJ, Wang DZ, Zhou J (1981) The alkaloids of Aconitum vilmorinianum Kom. I. The structures of vilmorrianine A and C. Acta Chim Sinica 39:147–152

    CAS  Google Scholar 

  4. Yang CR, Hao XJ, Zhou J (1979) The structures of vilmorrianine B and D. Acta Botan Yunnan 1:41–43

    CAS  Google Scholar 

  5. Ding LS, Chen YZ, Wu FE (1992) New diterpenoid alkaloids from Aconitum vilmorinianum Kom. Acta Chim Sinica 60:405–408

    Google Scholar 

  6. Xiong J, Tan NH, Ji CJ, Lu Y, Gong NB (2008) Vilmoraconitine, a novel skeleton C19-diterpenoid alkaloid from Aconitum vilmorinianum. Tetrahedron Lett 49:4851–4853

    Article  CAS  Google Scholar 

  7. Wang WQ, Liu B, Zhan R, He F, Wu JC, Liu Y, Jiang JH, Chen YG (2014) Study on diterpenoid alkaloids from Aconitum vilmorinianum Kom. J Yunnan Agric Univ (Nat Sci) 29:773–777

    Google Scholar 

  8. Tang TX, Chen DL, Wang FP (2014) A new C19-diterpenoid alkaloid from Aconitum vilmorinianum. Chin J Org Chem 34:909–915

    Article  CAS  Google Scholar 

  9. Boido V, Edwards OE, Handa KL, Kolt RJ, Purushothaman KK (1984) Alkaloids of Aconitum columbianum Nutt. Can J Chem 62:778–784

    Article  CAS  Google Scholar 

  10. Li M, He J, Jiang LL, Ng ESK, Wang H, Lam FFY, Zhang YM, Tan NH, Shaw PC (2013) The anti-arthritic effects of Aconitum vilmorinianum, a folk herbal medicine in Southwestern China. J Ethnopharmacol 147:122–127

    Article  PubMed  Google Scholar 

  11. Diaz JG, Ruiza JG, Herz W (2005) Norditerpene and diterpene alkaloids from Aconitum variegatum. Phytochemistry 66:837–846

    Article  CAS  PubMed  Google Scholar 

  12. Peng CS, Wang FP, Jian XX (2002) Norditerpenoid alkaloids from the roots of Aconitum hemsleyanum Pritz. var. pengzhouense. Chin Chem Lett 13:233–236

    CAS  Google Scholar 

  13. Reina M, Madinaveitia A, Fuente G (1997) Further norditerpenoid alkaloids from Delphi nium cardiopetalum. Phytochemistry 45:1707–1711

    Article  CAS  Google Scholar 

  14. Li ZB, Xu L, Jian XX, Wang FP (2001) New norditerpenoid alkaloids from the roots of Aconitum geniculatum. J Asian Nat Prod Res 3:131–137

    Article  CAS  PubMed  Google Scholar 

  15. Pelletier SW, Joshi BS, Glinski JA, Chokshi HP, Chen SY, Bhandary K, Go K (1987) The structures of four new C19-diterpenoid alkaloids from Aconitum forrestii Stapf. Heterocycles 25:365–375

    Article  CAS  Google Scholar 

  16. Jiang ZH, Chen SY, Zhou J (1989) Chemical component studies on Aconitum austroyunanense (II). Acta Botan Yunnan 11:461–464

    CAS  Google Scholar 

  17. Chohachi K, Masayoshi S, Hiroshi H (1982) Structure of senbusine A, B, and C, diterpenealkaloids of Aconitum carmichaeli roots from China. J Nat Prod 45:128–133

    Article  Google Scholar 

  18. Pelletier SW, Keith LH, Parthasarathy PC (1967) Structures of condelphine, isotalatizidine and talatizidine. J Am Chem Soc 89:4146–4157

    Article  CAS  PubMed  Google Scholar 

  19. Yang CR, Wang DZ, Wu DG, Hao XJ, Zhou J (1981) 13C-NMR spectroscopic studies of several new diterpenoid alkaloids from Aconitum species. Acta Chim Sinica 39:445–452

    CAS  Google Scholar 

  20. Shen Y, Ai HL, Cao TW, Wang JJ, Zi SH, Zhang XM, Chen JJ (2012) Three new C19-diterpenoid alkaloids from Aconitum transsectum. Helv Chim Acta 95:509–513

    Article  CAS  Google Scholar 

  21. Wan CP, Gao LX, Hou LF, Yang XQ, He PL, Yang YF, Tang W, Yue JM, Li J, Zuo JP (2013) Astragaloside triggers T cell activation through regulating the activity of CD45 proteintyrosine phosphatase. Acta Pharmacol Sinica 34:522–530

    Article  CAS  Google Scholar 

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Acknowledgments

The authors are grateful to the staff of the analytical group at the State Key Laboratory of Phytochemistry and Plant Resources in West China, Kunming Institute of Botany, Chinese Academy of Science, for measuring the spectral data. In particular, we express our sincere gratitude to Dr. Li Xiaonian, for his help in confirming the structures by analyzing crystal data.

This project was supported financially by the National Natural Science Foundation of China (No. 81260626), the Natural Science Foundation of Yunnan Province (No. 2011FB077), and the Key Project of Education Ministry of China (No. 212164).

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Authors and Affiliations

  1. Yunnan University of Traditional Chinese Medicine, 1076 Yuhua Rd., Chenggong Dist., Kunming, 650-500, People’s Republic of China

    Cui-Ling Chen, Wen-Hong Tan, Yan Wang, Zhu-Ya Yang, Zhi-Hong Zhou & Xiao-Xia Ma

  2. Yunnan Food and Drug Administration, 616 Kefa Rd., Wuhua Dist., Kunming, 650-106, People’s Republic of China

    Zhi-Ge Xue

  3. Yunnan Provincial Hospital of Traditional Chinese Medicine, 120 Guanghua Rd., Wuhua Dist., Kunming, 650-021, People’s Republic of China

    Chun-Ping Wan

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  1. Cui-Ling Chen
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  2. Wen-Hong Tan
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  3. Yan Wang
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Correspondence to Xiao-Xia Ma.

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Chen, CL., Tan, WH., Wang, Y. et al. New norditerpenoid alkaloids from Aconitum vilmorinianum Komarov. J Nat Med 69, 601–607 (2015). https://doi.org/10.1007/s11418-015-0926-4

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  • DOI: https://doi.org/10.1007/s11418-015-0926-4

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