Antimycobacterial triterpenes from the Canadian medicinal plant Sarracenia purpurea

J Ethnopharmacol. 2016 Jul 21:188:200-3. doi: 10.1016/j.jep.2016.04.052. Epub 2016 May 9.

Abstract

Ethnopharmacological relevance: The purple pitcher plant, Sarracenia purpurea, is a medicinal plant used by the Canadian First Nations to treat a wide variety of illnesses. The Mi'kmaq and Wolastoqiyik (Maliseet) peoples of Eastern Canada have traditionally used infusions of S. purpurea for the treatment of tuberculosis-like symptoms. Previous investigations have shown methanolic extracts of S. purpurea to possess antimycobacterial activity.

Aim of the study: To isolate and identify antimycobacterial constituents from S. purpurea.

Materials and methods: Methanolic extracts of S. purpurea were subjected to bioassay guided fractionation using the microplate resazurin assay (MRA) to assess inhibitory activity against Mycobacterium tuberculosis strain H37Ra. The antimycobacterial constituents were identified by NMR, MS and polarimetry.

Results: The triterpenes betulinaldehyde, β-sitosterol, betulinic acid, and ursolic acid were isolated from S. purpurea. Betulinaldehyde, betulinic acid, and ursolic acid exhibited MICs of 450, 950, and 450μM and IC50s of 98, 169, and 93μM against M. tuberculosis H37Ra respectively whilst β-sitosterol was inactive (MIC and IC50 of >1000μM).

Conclusions: Betulinaldehyde, betulinic acid, and ursolic acid were identified as the principal constituents responsible for the antimycobacterial activity of S. purpurea. This work is consistent with the ethnopharmacological use of S. purpurea by Canadian First Nations as a treatment against infectious diseases.

Keywords: Antimycobacterial; Betulinaldehyde; Betulinic acid; Mycobacterium tuberculosis; Sarracenia purpurea; Ursolic acid; β-Sitosterol.

MeSH terms

  • Anti-Bacterial Agents / isolation & purification
  • Anti-Bacterial Agents / pharmacology*
  • Betulinic Acid
  • Carbon-13 Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Methanol / chemistry
  • Microbial Sensitivity Tests
  • Mycobacterium tuberculosis / drug effects*
  • Mycobacterium tuberculosis / growth & development
  • Pentacyclic Triterpenes
  • Phytotherapy
  • Plant Extracts / isolation & purification
  • Plant Extracts / pharmacology*
  • Plants, Medicinal
  • Proton Magnetic Resonance Spectroscopy
  • Sarraceniaceae / chemistry*
  • Solvents / chemistry
  • Triterpenes / isolation & purification
  • Triterpenes / pharmacology*
  • Ursolic Acid

Substances

  • Anti-Bacterial Agents
  • Pentacyclic Triterpenes
  • Plant Extracts
  • Solvents
  • Triterpenes
  • Methanol
  • Betulinic Acid