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Bioinspired concise synthesis of caged Sesquiterpenoids Artatrovirenols A and B

Author

Listed:
  • Yunxia Yang

    (Lanzhou University)

  • Dong Xie

    (Lanzhou University)

  • Liang Huo

    (Lanzhou University)

  • Yue Liu

    (Lanzhou University)

  • Jinbo Duan

    (Lanzhou University)

  • Huilin Li

    (Lanzhou University)

  • Pan-Pan Zhou

    (Lanzhou University)

  • Xingang Xie

    (Lanzhou University)

  • Xuegong She

    (Lanzhou University)

Abstract

Artatrovirenols A and B are two newly isolated sesquiterpenoids with a complex caged framework. We report herein a concise synthesis of artatrovirenols A and B in 9 and 8 steps, respectively. The complex caged tetracycle is rapidly constructed from a known planar guaiane-type precursor through a bioinspired intramolecular [4 + 2] cyclization to firstly access artatrovirenol B, which is further transformed into artatrovirenol A through a biomimetic epoxidation-mediated lactonization reaction. This synthesis establishes a concise asymmetric approach to access artatrovirenols A and B, and also provides insightful evidence to their biogenetic pathway in nature.

Suggested Citation

  • Yunxia Yang & Dong Xie & Liang Huo & Yue Liu & Jinbo Duan & Huilin Li & Pan-Pan Zhou & Xingang Xie & Xuegong She, 2025. "Bioinspired concise synthesis of caged Sesquiterpenoids Artatrovirenols A and B," Nature Communications, Nature, vol. 16(1), pages 1-9, December.
    • Handle: RePEc:nat:natcom:v:16:y:2025:i:1:d:10.1038_s41467-024-55560-9
    DOI: 10.1038/s41467-024-55560-9
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