Hyperascyrins L − N, rare methylated polycyclic polyprenylated acylphloroglucinol derivatives from Hypericum ascyron

Abstract

Seven natural compounds, including new compounds hyperascyrins L-N (1-3) and four known compounds (4-7), were acquired from the aerial parts of Hypericum ascyron, that were all identified as methylated polycyclic polyprenylated acylphloroglucinol derivatives (mPPAPs). The structures of these compounds were established by NMR spectroscopy, experimental and calculated electronic circular dichroism (ECD) data. The neuroprotective activities and hepatoprotective activity of these compounds (10 µM) were evaluated. Compounds 1, 2 and 3 exhibited neuroprotection activity. Compounds 1 and 3 show hepatoprotective activity.

Graphical Abstract

Keywords:

• Guttiferae
• Hypericum ascyron
• methylated polycyclic polyprenylated acylphloroglucinols (mPPAPs)
• neuroprotection
• hepatoprotective

Acknowledgments

The authors thank Prof. Wen-Yi He, Prof. Xiang-Ju Jin, Prof. Ying Peng, and Prof. Hua Sun for providing the NMR spectra and for performing the bioassays.

Disclosure statement

No potential conflict of interest was reported by the authors.

Additional information

Funding

This work was supported by the Projects of International Cooperation and Exchanges NSFC [grant number NSFC-VR 81361138020]; the CAMS Innovation Fund for Medical Sciences (CIFMS); and the CAMS Initiative for Innovative Medicine [grant number CAMS-I2M 2016-I2M-1-010].