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A Novel Spermidine Macrocyclic Alkaloid from the Roots of Tripterygium wilfordii

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Chemistry of Natural Compounds Aims and scope

A novel 13-membered spermidine macrocyclic alkaloid, (2R)-9-furoyl-2-phenyl-1,5,9-triazacyclotridecane-4,13-dione, named celacarfurine (1), was isolated from the roots of Tripterygium wilfordii. Its structure has been elucidated on the basis of NMR and MS data. To the best of our knowledge, 13-membered spermidine macrocyclic alkaloids were rarely reported natural products; moreover, the known ones were generally in the 2S configuration and there was none or only one amide carbonyl in the macrocycle. A (2R)-13-membered spermidine macrocyclic alkaloid containing two amide carbonyls in the macrocycle (celacarfurine) is reported here for the first time. Compound 1 showed statistically significant inhibitory effects on IL-1β secretion in LPS-induced rat primary synovial fibroblasts at 10 μM.

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Acknowledgment

This research was financially supported by the National Natural Science Foundation of China (No. 81860686) and the Project for Academic and Technical Leaders of Major Disciplines in Jiangxi (No. 20182BCB22004).

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Authors and Affiliations

  1. Key Laboratory of Modern Preparation of TCM, Ministry of Education, Jiangxi University of Traditional Chinese Medicine, No. 1688 Meiling Road, 330004, Nanchang, Jiangxi Province, P. R. China

    Jianqun Liu, Qiushan Wu, Jicheng Shu & Rui Zhang

  2. State Key Laboratory of Natural Medicines, Department of Chinese Medicines Analysis, China Pharmaceutical University, No. 24 Tongjiaxiang Road, 210009, Nanjing, Jiangsu Province, P. R. China

    Lifang Liu

Authors
  1. Jianqun Liu
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  2. Qiushan Wu
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  3. Jicheng Shu
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  4. Rui Zhang
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  5. Lifang Liu
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Corresponding authors

Correspondence to Jianqun Liu or Lifang Liu.

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Published in Khimiya Prirodnykh Soedinenii, No. 3, May–June, 2020, pp. 427–429.

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Liu, J., Wu, Q., Shu, J. et al. A Novel Spermidine Macrocyclic Alkaloid from the Roots of Tripterygium wilfordii. Chem Nat Compd 56, 496–499 (2020). https://doi.org/10.1007/s10600-020-03070-7

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  • DOI: https://doi.org/10.1007/s10600-020-03070-7

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