Isolation and characterization of the alkaloid Nitidine responsible for the traditional use of Phyllanthus muellerianus (Kuntze) Excell stem bark against bacterial infections

J Pharm Biomed Anal. 2015 Feb:105:115-120. doi: 10.1016/j.jpba.2014.11.051. Epub 2014 Dec 10.

Abstract

Phyllanthus muellerianus (Kuntze) Excell (family Euphorbiaceae) stem bark methanol extract inhibited the growth of Clostridium sporogenes and Streptococcus pyogenes, responsible for gas gangrene and suppurative and non suppurative diseases, respectively. After the HPLC fingerprint acquisition a bioguided fractionation of the defatted methanol extract allowed the isolation of six fractions whose activity was evaluated against the two pathogen bacteria. A further purification of the most active fraction afforded a pure compound responsible for the very interesting inhibitory activity against C. sporogenes and S. pyogenes (MIC 0.91 μM, MIC 3.64 μM). (1)H NMR and MS analytical techniques allowed the identification of the bioactive as Nitidine; this quaternary ammonium alkaloid was observed in the genus Phyllanthus for the first time. A study on Nitidine counter ion, performed using energy dispersive spectroscopy (EDS) coupled with scanning electron microscopy (SEM) was also carried out.

Keywords: Bioguided fractionation; Clostridium sporogenes; Nitidine; Phyllanthus muellerianus; Streptococcus pyogenes.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Bacterial Agents / isolation & purification*
  • Anti-Bacterial Agents / pharmacology
  • Anti-Bacterial Agents / toxicity
  • Benzophenanthridines / isolation & purification*
  • Benzophenanthridines / pharmacology
  • Benzophenanthridines / toxicity
  • Cell Line, Tumor
  • Cell Survival / drug effects
  • Clostridium / drug effects
  • Dose-Response Relationship, Drug
  • Human Umbilical Vein Endothelial Cells
  • Humans
  • Medicine, Traditional*
  • Microbial Sensitivity Tests
  • Phyllanthus / chemistry*
  • Plant Bark / chemistry
  • Plant Stems / chemistry
  • Streptococcus pyogenes / drug effects

Substances

  • Anti-Bacterial Agents
  • Benzophenanthridines
  • nitidine