Age-dependent changes from allylphenol to prenylated benzoic acid production in Piper gaudichaudianum Kunth

Phytochemistry. 2014 Oct:106:86-93. doi: 10.1016/j.phytochem.2014.06.013. Epub 2014 Jul 17.

Abstract

HPLC-DAD and principal component analysis (PCA) of the (1)H NMR spectrum of crude plant extracts showed high chemical variability among seedlings and adult organs of Piper gaudichaudianum. While gaudichaudianic acid was the major compound in the adult leaves, apiole and dillapiole were the major compounds in their seedling leaves. By the 15th month of seedling growth, the levels of apiole and dillapiole decreased and gaudichaudianic acid appeared along with two compounds, biosynthetically related to gaudichaudianic acid.

Keywords: Apiole; Biosynthetic intermediates; Dillapiole; Gaudichaudianic acid; Ontogeny; Piper gaudichaudianum; Piperaceae.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Allyl Compounds
  • Benzoates / chemistry*
  • Chromatography, High Pressure Liquid
  • Dioxoles / chemistry
  • Molecular Structure
  • Piper / chemistry*
  • Piper / growth & development
  • Plant Extracts / chemistry
  • Plant Leaves / chemistry
  • Principal Component Analysis

Substances

  • Allyl Compounds
  • Benzoates
  • Dioxoles
  • Plant Extracts
  • gaudichaudianic acid
  • 5-allyl 6,7-dimethoxy 1,3-benzodioxole
  • apiole