Four new polyprenylated acylphloroglucinol derivatives from Hypericum beanii

J Asian Nat Prod Res. 2022 Nov;24(11):1008-1017. doi: 10.1080/10286020.2021.2016716. Epub 2021 Dec 30.

Abstract

Two new polycyclic polyprenylated acylphloroglucinols (PPAPs), hyperbeanins P-Q (1-2), and two new biosynthetic precursors, hyperbeanins R-S (3-4), were isolated from Hypericum beanii, together with three known analogs (5-7). Compound 1 was one of type A PPAPs featured with unusual bicyclo[5.3.1]hendecane core. The structures of isolates were established by NMR spectroscopic methods, experimental electronic circular dichroism (ECD) spectra and comparisons with known compounds. Compounds 5 and 6 showed obvious hepatoprotective activity at 10 µM against paracetamol-induced HepG2 cell damage.

Keywords: ECD; Hypericum beanii; PPAPs; hepatoprotective activity.

MeSH terms

  • Hep G2 Cells
  • Humans
  • Hypericum* / chemistry
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Phloroglucinol

Substances

  • Phloroglucinol