Antiprotozoal Isoprenoids from Salvia hydrangea

J Nat Prod. 2018 Dec 28;81(12):2682-2691. doi: 10.1021/acs.jnatprod.8b00498. Epub 2018 Dec 19.

Abstract

Fractionation of the n-hexane extract of Salvia hydrangea afforded seven isoprenoids including six new compounds (1-6) and salvadione A (7). Their structures were established by comprehensive spectroscopic and spectrometric data analysis (1D and 2D NMR, HRMS). The absolute configuration of salvadione A (7) was established by single-crystal X-ray diffraction analysis with Cu/Kα radiation. In addition, the absolute configuration of all compounds was determined by electronic circular dichroism spectroscopy. A biosynthetic pathway for the formation of the scaffold of 1 is proposed. The antiprotozoal activity of the compounds against Trypanosoma brucei rhodesiense, Trypanosoma cruzi, Leishmania donovani, and Plasmodium falciparum was determined, and cytotoxicity was assessed in rat myoblast L6 cells. Perovskone C (2) exhibited good activity against P. falciparum (IC50 0.6 μM) and a selectivity index of 62.2.

Publication types

  • Research Support, N.I.H., Extramural

MeSH terms

  • Animals
  • Antiprotozoal Agents / chemistry
  • Antiprotozoal Agents / isolation & purification*
  • Antiprotozoal Agents / pharmacology
  • Cell Line
  • Leishmania donovani / drug effects
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Plasmodium falciparum / drug effects
  • Rats
  • Salvia / chemistry*
  • Spectrum Analysis
  • Terpenes / chemistry
  • Terpenes / isolation & purification*
  • Terpenes / pharmacology
  • Trypanosoma brucei rhodesiense / drug effects
  • Trypanosoma cruzi / drug effects

Substances

  • Antiprotozoal Agents
  • Terpenes