Prenylated Phenolic Compounds from the Leaves of Sabia limoniacea and Their Antiviral Activities against Porcine Epidemic Diarrhea Virus

J Nat Prod. 2019 Apr 26;82(4):702-713. doi: 10.1021/acs.jnatprod.8b00435. Epub 2019 Mar 19.

Abstract

Porcine epidemic diarrhea virus (PEDV), a serious swine epidemic, has been rampant in Asia since the 1990s. Despite the widespread use of PEDV vaccines, the occurrence of PEDV variants requires the discovery of new substances that inhibit these viruses. During a search for PEDV inhibitory materials from natural sources, seven new sabphenosides (1-7) and a new flavonoid (8), as well as eight known phenolic compounds (9-16), were obtained from the leaves of Sabia limoniacea. The structural determination of the new phenolic derivatives (1-8) was accomplished using comprehensive spectroscopic methods. Their absolute configurations were assigned by a combination of the ECD exciton chirality method following selective reduction and calculation of their ECD spectra. The bioactivities of the isolated compounds were measured based on their abilities to inhibit viral replication of PEDV. Among the test compounds, 15 and 16 exhibited the most promising antiviral activities, with IC50 values of 7.5 ± 0.7 μM and 8.0 ± 2.5 μM against PEDV replication. This study suggests that compounds 15 and 16 could serve as new scaffolds for the treatment of PEDV infection through the inhibition of PEDV replication.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Antiviral Agents / chemistry
  • Antiviral Agents / isolation & purification*
  • Antiviral Agents / pharmacology*
  • Chlorocebus aethiops
  • Cytopathogenic Effect, Viral / drug effects
  • Magnoliopsida / chemistry*
  • Microbial Sensitivity Tests
  • Molecular Structure
  • Phenols / chemistry
  • Phenols / isolation & purification*
  • Phenols / pharmacology*
  • Plant Leaves / chemistry*
  • Porcine epidemic diarrhea virus / drug effects*
  • Porcine epidemic diarrhea virus / physiology
  • Prenylation
  • Swine
  • Vero Cells
  • Virus Replication / drug effects

Substances

  • Antiviral Agents
  • Phenols