虎皮楠素A-C：三种具有罕见5/6/6/6/5-五环系统的三萜类化合物，来源于交让木
Daphniphyanoids A-C, three triterpenoids with uncommon 5/6/6/6/5-pentacyclic system from Daphniphyllum calycinum Benth.
摘要(中文译文)
从黄瑞木（Daphniphyllum calycinum Benth.）中分离得到三种新的碳骨架三萜类化合物，命名为daphniphyanoids A–C（1–3），其具有罕见的A环重排5/6/6/6/5-五环核心骨架，以及两种生物合成相关的已知羽扇豆烷型三萜类化合物（4和5）。其结构确定基于广泛的光谱分析、X射线单晶衍射分析和化学转化。提出了化合物1–5可能的生物合成途径，涉及频哪醇重排、Wagner-Meerwein重排、氧化和酯化反应。在体外生物活性测试中，化合物1的甲基化衍生物（1a）表现出初步的选择性PPAR-γ激动活性，EC值为5.46 μM，同时促进葡萄糖摄取和轻度脂质蓄积。
Abstract
Three new carbon-skeleton triterpenoids, named daphniphyanoids A-C (1-3), featuring an uncommon A-ring rearranged 5/6/6/6/5-pentacyclic nucleus, along with two biogenetically related known lupane-type triterpenoids (4 and 5), have been isolated from Daphniphyllum calycinum Benth. The determination of their structures was based on the extensive spectroscopic analysis, X-ray single crystal diffraction analysis, and chemical conversion. A plausible biosynthetic pathway for compounds 1-5 was proposed, involving a pinacol rearrangement, Wagner-Meerwein rearrangement, oxidation, and esterification. In in vitro bioassays, the methylated derivative (1a) of compound 1 exhibited preliminary selective PPAR-γ agonistic activity with an EC value of 5.46 μM, promoting both glucose uptake and mild lipid accumulation.
如何引用
AMA
Sha Li, Jian-Ang Zeng, Yao Dong, Pei-Yi Huang, Ming-Zhi Su, Song-Wei Li, et al. Daphniphyanoids A-C, three triterpenoids with uncommon 5/6/6/6/5-pentacyclic system from Daphniphyllum calycinum Benth.. Bioorganic chemistry. 2026; doi:10.1016/j.bioorg.2026.110330.
APA
Sha Li, Jian-Ang Zeng, Yao Dong, Pei-Yi Huang, Ming-Zhi Su, Song-Wei Li, et al (2026). Daphniphyanoids A-C, three triterpenoids with uncommon 5/6/6/6/5-pentacyclic system from Daphniphyllum calycinum Benth.. Bioorganic chemistry. https://doi.org/10.1016/j.bioorg.2026.110330
GB/T 7714
Sha Li, Jian-Ang Zeng, Yao Dong, Pei-Yi Huang, Ming-Zhi Su, Song-Wei Li, et al. Daphniphyanoids A-C, three triterpenoids with uncommon 5/6/6/6/5-pentacyclic system from Daphniphyllum calycinum Benth.[J]. Bioorganic chemistry, 2026 doi:10.1016/j.bioorg.2026.110330.
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