Polycyclic polyprenylated acylphloroglucinol derivatives with neuroprotective effects from Hypericum monogynum

Abstract

A new polycyclic polyprenylated acylphloroglucinol (PPAP), hypermonin C (1), along with nine known PPAPs (2–10) were obtained from the leaves and twigs of Hypericum monogynum. The structures of the isolates were determined on the basis of extensive spectroscopic analysis. The neuroprotective effects of the isolates against several chemical-induced injuries in SH-SY5Y and PC12 cells were assessed, and most of the compounds exhibited significant protective effects at 10 μg/ml. Especially, three compounds (1, 3, and 7) showed excellent neuroprotective activity with a cell viability of 92.4% ∼ 95.8% in KCl-induced SH-SY5Y cell injury. Their preliminary structure-activity relationship was also discussed and the configuration of substituent in furohyperforin may be critical for the neuroprotective activity of PPAP derivatives.

Keywords:

• Hypericum monogynum
• polycyclic polyprenylated acylphloroglucinols (PPAPs)
• neuroprotective effects
• structure-activity relationship

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This research was financially supported by the National Natural Science Foundation of China (NSFC) (Grant No. 81502959 and U1812403), the Natural Science Foundation of Guizhou (Grant No. QKH J-2015-2106), the 100 Leading Talents of Guizhou Province (fund for X.J. Hao. And Y.M. Li), the science and technology project of Guizhou (Grant No. QKHT Z-2014-4007), the technology plan of Guizhou (Grant No. QKH YSZ-2015-4009), and Financial support from Guizhou Province Engineering Research Center for Natural Drugs.