Anti-adipogenicadamantane type polycyclic polyprenylated acylphloroglucinols from Hypericum subsessile

Fitoterapia. 2020 Nov:147:104755. doi: 10.1016/j.fitote.2020.104755. Epub 2020 Oct 16.

Abstract

Hypersubones D-H (1-5), five new polycyclic polyprenylated acylphloroglucinols (PPAPs) type metabolites with intriguing adamantane and homo-adamantane skeletons, were characterized from aerial parts of Hypericum subsessile. Compounds 1-2 were elucidated to share an adamantane core with 28,29-expoxide moiety, while 3-5 were homo-adamantane type PPAPs sharing a1,2-dioxepane ring system. Their structures were determined on the basis of comprehensive NMR and MS spectroscopic data.The anti-adipogenesis activities of these isolates were evaluated through employing 3T3-L1 cells as an in vitro system using oil red O staining, and compounds 1, 2 and 5 were able to significant inhibit the adipocyte differentiation, which implied that these compounds possessed anti-adipogenic activity.

Keywords: Adamantane; Anti-adipogenesis; Hypericum subsessile; PPAPs; homo-Adamantane.

MeSH terms

  • 3T3-L1 Cells
  • Adamantane / isolation & purification
  • Adamantane / pharmacology*
  • Adipocytes / drug effects*
  • Animals
  • Cell Differentiation / drug effects
  • China
  • Hypericum / chemistry*
  • Mice
  • Molecular Structure
  • Phytochemicals / isolation & purification
  • Phytochemicals / pharmacology
  • Plant Components, Aerial / chemistry

Substances

  • Phytochemicals
  • Adamantane