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- Title
(±)‐Atrachinenins A—C, Three Pairs of Caged C<sub>27</sub> Meroterpenoids from the Rhizomes of Atractylodes chinensis.
- Authors
Chen, Fei‐Long; Liu, Dong‐Li; Fu, Jing; Yang, Ji; Bai, Li‐Ping; Zhang, Wei; Jiang, Zhi‐Hong; Zhu, Guo‐Yuan
- Abstract
Comprehensive Summary (±)‐Atrachinenins A—C (1—3), three meroterpenoids possessing novel C27 skeletons, were isolated from the rhizomes of Atractylodes chinensis. (±)‐Atrachinenin A (1) possesses an unprecedented cage‐like skeleton with a fused 6/6/5/5 tetracyclic system (decahy‐dro‐1,5:4a,7‐dimethanobenzo[7]annulene), which may be formed by the intermolecular cyclization of (±)‐atrachinenin C (3). Compared to 1, (±)‐atrachinenin B (2) features an additional unique five‐membered peroxyl bridge ring to form a complex 6/6/5/5/5 cyclic ring system. Their structures and absolute configurations were elucidated by HRESIMS, NMR spectroscopic data, ECD calculation, and X‐ray diffraction. A plausible biogenetic pathway was proposed. Compound 1 exhibited potential TGF‐β inhibitory activity at 25 μmol/L.
- Subjects
X-ray diffraction; SKELETON; RING formation (Chemistry); NATURAL products
- Publication
Chinese Journal of Chemistry, 2022, Vol 40, Issue 4, p460
- ISSN
1001-604X
- Publication type
Article
- DOI
10.1002/cjoc.202100700