Racemic Meroterpenoid with a 6/6/4/6/6/10/3 Skeleton via [2 + 2] and [4 + 2] Coupling of Sesquiterpenoid and Pyrone Units
Hypbeaone A (<b>1</b>), a pair of racemic meroterpenoids featuring a 6/6/4/6/6/10/3 heptacyclic core, along with its biogenic precursor, hypermonone A (<b>2</b>), were isolated from <i>Hypericum beanii</i>. Compound <b>1</b> represented the first trimeric meroterpenoid that should be biosynthesized through intermolecular [2 + 2] and [4 + 2] cycloadditions of two pyrones and one sesquiterpenoid unit. Its structure was unequivocally determined by spectroscopic analysis and X-ray crystallography. Both compounds (±)-<b>1</b> and <b>2</b> exhibited potential α-glucosidase inhibitory activities.
Authors
- Huiyuan Gao (ORCID: https://orcid.org/0000-0003-4672-8219)
- Yan-Song Ye (ORCID: https://orcid.org/0000-0003-4414-6880)
- Xianggang Qiu (ORCID: https://orcid.org/0000-0002-0290-3938)
- Xing‐Ren Li (ORCID: https://orcid.org/0000-0003-2454-4232)
- Gang Xu (ORCID: https://orcid.org/0000-0001-7561-104X)
- Yu Zhou (ORCID: https://orcid.org/0000-0002-9731-9362)
- Jianjun Zhao (ORCID: https://orcid.org/0009-0004-1540-3854)
Institutions
- Shenyang Pharmaceutical University (CN)
- Kunming Institute of Botany (CN)
- Chinese Academy of Sciences (CN)
- University of Chinese Academy of Sciences (CN)
Publication Details
- Journal
- Organic Letters
- Published
- 2025-05-19
- DOI
- https://doi.org/10.1021/acs.orglett.5c01579
- Citations
- 1
- Primary Topic
- Natural Compound Pharmacology Studies
- Type
- article
- Field-Weighted Citation Impact
- 1.75
Funders
- Chinese Academy of Sciences