Lindenane sesquiterpenoid dimers from Chloranthus japonicus inhibit HIV-1 and HCV replication

Fitoterapia. 2016 Dec:115:64-68. doi: 10.1016/j.fitote.2016.09.023. Epub 2016 Oct 2.

Abstract

Phytochemical investigation on the whole plant of Chloranthus japonicus (Chloranthaceae) led to the isolation and identification of three new lindenane-type sesquiterpenoid dimers, chlorajaponilides F-H (1-3), along with seven known ones (4-10). Their chemical structures were established by extensive spectral evidence. Compounds 1 and 2 are both dimeric sesquiterpenoids featuring a rare hydroperoxy group at C-5. All compounds were tested for their activities on wild type HIV-1 replication and compounds 1, 2, 5, and 9 were effective with EC50 values from 3.08 to 17.16μM. All these four compounds showed the same inhibitory effects on the two NNRTI-resistant HIV strains as on wild-type HIV-1 with EC50 change folds from 0.61 to 1.6μM. Furthermore, compounds 1, 5, and 9 exhibited inhibitory activities on HCV replication with the similar potency as their activities on HIV-1. Our finding may provide a clue to address the problem of HIV-1 and HCV co-infection.

Keywords: Anti-HCV; Anti-HIV-1; Chlorajaponilides F–H; Chloranthus japonicus.

MeSH terms

  • Antiviral Agents / chemistry*
  • Antiviral Agents / isolation & purification
  • HEK293 Cells
  • HIV-1 / drug effects*
  • HIV-1 / physiology
  • Hepacivirus / drug effects*
  • Hepacivirus / physiology
  • Humans
  • Magnoliopsida / chemistry*
  • Molecular Structure
  • Sesquiterpenes / chemistry*
  • Sesquiterpenes / isolation & purification
  • Virus Replication / drug effects*

Substances

  • Antiviral Agents
  • Sesquiterpenes