4.8 Article

Hypersampones A-C, Three Nor-Polycyclic Polyprenylated Acylphloroglucinols with Lipid-Lowering Activity from Hypericum sampsonii

Journal

ORGANIC LETTERS
Volume -, Issue -, Pages -

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/acs.orglett.2c02240

Keywords

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Funding

  1. Science and Technology Department of Guizhou Province [QKH 20201Z076, QKHJCZK[2021]YB569, QKHZC [2020]4Y203,, QKHJC-ZK[2022] YB293, QKHPTRC [2020]5008]
  2. National Natural Science Foundation of China (NSFC) [82060631, U1812403, 81760630, 31960087, 82160808, 81872772, 81960546]
  3. 13th Batch of Outstanding Young Scientific and Technological Talents in Guizhou Province [QKHPTRC [2021]5633]
  4. High-level Innovative Talents in Guizhou Province
  5. Cultivation Project of National Natural Science Foundation of Guizhou Medical University
  6. Light of the West Talent Cultivation Program of Chinese Academy of Sciences [RZ [2020]82]
  7. 100 Leading Talents of Guizhou Province
  8. Technology Plan Project of Guizhou Province [QKHPTRC[2019]5627]

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Three unprecedented nor-polycyclic polyprenylated acylphloroglucinols (PPAPs) were isolated from Hypericum sampsonii. Their structures were determined through various methods. Compound 1 showed significant inhibition of lipid accumulation in an oleic acid-treated HepG2 cell model.
Hypersampones A-C (1-3), three unprecedented nor-polycyclic polyprenylated acylphloroglucinols (PPAPs), were isolated from Hypericum sampsonii. These compounds represent the first nor-PPAPs with an unexpected tetracyclic 6/5/5/6 ring system. Their structures were assigned through the analysis of detailed spectroscopic data, X-ray crystallography, and electronic circular dichroism calculations. Compound 1 significantly inhibited the accumulation of lipid in an oleic acid-treated HepG2 cell model by suppressing the protein expression of FAS and ACACA at 5 mu M.

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