Fitoterapia2022,Vol.1615.DOI:10.1016/j.fitote.2022.105221

(±)-Hyperpyran A: Terpenoid-based bicyclic dihydropyran enantiomers with hypoglycemic activity from Hypericum perforatum (St. John's wort)

Zhao X. Guo Y. Xu Q. Shi Z. Xiang M. Li H. Qi C. Zhang Y. Wang Y.
Fitoterapia2022,Vol.1615.DOI:10.1016/j.fitote.2022.105221

(±)-Hyperpyran A: Terpenoid-based bicyclic dihydropyran enantiomers with hypoglycemic activity from Hypericum perforatum (St. John's wort)

Zhao X. 1Guo Y. 1Xu Q. 1Shi Z. 1Xiang M. 1Li H. 1Qi C. 1Zhang Y. 1Wang Y.2
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作者信息

  • 1. Hubei Key Laboratory of Natural Medicinal Chemistry and Resource Evaluation School of Pharmacy Tongji Medical College Huazhong University of Science and Technology
  • 2. First College of Clinical Medical Science China Three Gorges University & Yichang Central People's Hospital
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Abstract

? 2022(±)-Hyperpyran A (1a/1b), a pair of new terpenoid-based bicyclic dihydropyran enantiomers, were isolated from the aerial parts of Hypericum perforatum (St. John's wort). Their structures and absolute configurations were elucidated by NMR spectroscopic analyses, ECD comparison, and X-ray crystal diffraction. Compounds 1a/1b possess hexahydrocyclopenta[c]pyran ring system and a plausible biosynthetic pathway was also proposed. In addition, compound 1a exhibited a moderate promotion of glucose uptake activity in hepatocytes.

Key words

Bicyclic dihydropyran/Enantiomers/Hypericum perforatum L./Hypoglycemic activity/St. John's wort

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出版年

2022
Fitoterapia

Fitoterapia

SCI
ISSN:0367-326X
被引量1
参考文献量21
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