Two New Bioactive α-Pyrones from Hypericum japonicum

Molecules. 2016 Apr 19;21(4):515. doi: 10.3390/molecules21040515.

Abstract

Hypericum japonicum (Guttiferae), a type of annual or perennial herb, has been historically applied to cure infectious hepatitis, acute and chronic hepatitis, gastrointestinal disorder, and internal hemorrhage. In our successive studies on the genus Hypericum, two new α-pyrones termed japopyrones A and B (1 and 2) were isolated from H. japonicum. Their structures and absolute configurations were established by the comprehensive analyses of spectroscopic data, the application of the Single-crystal X-ray diffraction structural analysis, and the experimental electronic circular dichroism (ECD) spectra. Bioactivity screenings suggested that compound 2 possessed the potential inhibition efficacy on lytic replication of Kaposi's sarcoma associated herpesvirus (KSHV) with an IC50 29.46 μM and a selective index of higher than 6.79, respectively.

Keywords: Hypericum japonicum; Kaposi’s sarcoma associated herpes virus; pyrones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification
  • Antiviral Agents / pharmacology
  • Cell Line
  • Circular Dichroism
  • Herpesvirus 8, Human / drug effects
  • Humans
  • Hypericum / chemistry*
  • Lactones / chemistry*
  • Lactones / isolation & purification*
  • Lactones / pharmacology
  • Molecular Structure
  • Plant Extracts / chemistry
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology
  • Pyrones / chemistry*
  • Pyrones / isolation & purification*
  • Pyrones / pharmacology
  • Virus Replication / drug effects
  • X-Ray Diffraction

Substances

  • Antiviral Agents
  • Lactones
  • Plant Extracts
  • Pyrones
  • japopyrone B