Schisanhenol derivatives and their biological evaluation against tobacco mosaic virus (TMV)

Fitoterapia. 2015 Mar:101:117-24. doi: 10.1016/j.fitote.2015.01.006. Epub 2015 Jan 15.

Abstract

Schisanhenol (Sol) was isolated from Schisandra rubriflora, and a series of derivatives (1-16, 15a-16a, and 15b-16b) were designed and prepared by chemical modification. The curative and protective effects of these dibenzocyclooctadiene lignan analogues against tobacco mosaic virus (TMV) were evaluated. Most analogues exhibited stronger protective effects than the positive control ningnanmycin. Dibromoschisanhenol (6) at 0.25mM exhibited the strongest protective activity (83.5±1.8% at 0.25mM), and 14-(3, 5-dibenzyloxy)-benzoyloxyschisanhenol (16) showed a significant curative effect (78.0±3.8% at 0.15mM) that was much stronger than that of the commercial virucide ningnanmycin. This study is the first to demonstrate that natural dibenzocyclooctadiene lignans and analogues are active against plant viruses.

Keywords: Antiviral activity; Curative effect; Protective effect; Schisanhenol; Schisanhenol derivatives; Tobacco mosaic virus (TMV).

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Antiviral Agents / chemistry
  • Antiviral Agents / pharmacology*
  • Cyclooctanes / chemistry
  • Cyclooctanes / pharmacology*
  • Lignans / chemistry
  • Lignans / pharmacology*
  • Molecular Structure
  • Polycyclic Compounds / chemistry
  • Polycyclic Compounds / pharmacology*
  • Structure-Activity Relationship
  • Tobacco Mosaic Virus / drug effects*

Substances

  • Antiviral Agents
  • Cyclooctanes
  • Lignans
  • Polycyclic Compounds
  • dibenzocyclooctadiene lignan
  • schisanhenol