HSCCC separation and enantiomeric distribution of key volatile constituents of Piper claussenianum (Miq.) C. DC. (Piperaceae)

Food Chem Toxicol. 2017 Nov;109(Pt 2):1111-1117. doi: 10.1016/j.fct.2017.04.026. Epub 2017 Apr 23.

Abstract

High Speed Countercurrent Chromatography (HSCCC) technique was used for the preparative isolation of the major leishmanicidal compounds from the essential oils of Piper claussenianum species in Brazil. The essential oils from inflorescences of P. claussenianum were analyzed by GC-FID and GC-MS. The enantiomeric ratio of the major constituents of the P. claussenianum essential oils were determined using a Rt-DEXsm chiral capillary column by GC-FID analysis. It was found an enantiomeric excess of (+)-(E)-nerolidol in the leaves, and (+)-linalool and (+)-(E)-nerolidol in the inflorescences essential oil. The major volatile terpenes alcohols were isolated in preparative scale from inflorescences: linalool (320.0 mg) and nerolidol (95.0 mg) in high purity level. The HSCCC, a support-free liquid-liquid partition chromatographic technique, proved to be an effective and useful method for fast isolation and purification of hydrophobic and similarly structured bioactive components from essential oils of Piper species.

Keywords: Countercurrent chromatography; Enantiomers; HSCCC; Linalool; Nerolidol; Piper claussenianum.

Publication types

  • Evaluation Study

MeSH terms

  • Brazil
  • Countercurrent Distribution / methods*
  • Gas Chromatography-Mass Spectrometry
  • Oils, Volatile / chemistry*
  • Oils, Volatile / isolation & purification*
  • Piper / chemistry*
  • Plant Leaves / chemistry
  • Plant Oils / chemistry*
  • Plant Oils / isolation & purification*
  • Stereoisomerism
  • Volatile Organic Compounds / chemistry*
  • Volatile Organic Compounds / isolation & purification*

Substances

  • Oils, Volatile
  • Plant Oils
  • Volatile Organic Compounds