Two rearranged acylphloroglucinols with moderate neuroprotective effects from Hypericum ascyron Linn

Abstract

Phytochemical studies on the leaves and twigs of Hypericum ascyron Linn. led to the isolation of two previously undescribed rearranged polycyclic polyprenylated acylphloroglucinols (PPAP) with a 4,5-seco-3(2H)-furanone skeleton, named hyperascone A and B (1-2). Additionally, a known PPAP tomoeone A (3) and two known xanthones 1,3,5 -trihydroxy-6-O-prenylxanthone (4) and 3,7-dihydroxy-1,6-dimethoxyxanthone (5) were also isolated. The structures of the compounds were determined by the analysis of their spectroscopic data including HRMS, NMR and ECD. All of the five isolated compounds exhibited neuroprotective effects against MPP⁺ and microglia activation induced damage of SH-SY5Y cells.

Keywords: Hypericum ascyron; Polycyclic polyprenylated acylphloroglucinols; SH-SY5Y cells; Xanthones.