Hypersampones A–C, Three Nor-Polycyclic Polyprenylated Acylphloroglucinols with Lipid-Lowering Activity from <i>Hypericum sampsonii</i>
Lei Huang, Zizhen Zhang, Yanan Li, Yanan Li, Ping Yi, Wei Gu, Jue Yang, Yanmei Li, Yanmei Li, Xiao‐Jiang Hao, Chun‐Mao Yuan
Abstract
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 μM.
Topics & Concepts
ChemistryStereochemistryCircular dichroismRing (chemistry)HypericumOrganic chemistryBotanyBiologyNatural Compound Pharmacology StudiesBioactive natural compoundsCarbohydrate Chemistry and Synthesis