Isolation of Monoterpene Dihydrochalcones from Piper montealegreanum Yuncker (Piperaceae)

Molecules. 2017 Jun 9;22(6):874. doi: 10.3390/molecules22060874.

Abstract

Four new compounds were isolated from the branches of Piper montealegreanum Yuncker, a shrub found in the Amazon rainforest, including two new dihydrochalcones named claricine (1) and maisine (2), a cinnamic acid derivative 3 and a phenylalkanoid 4, along with a porphyrin identified as the known compound phaeophytin a (5). The structures were established using spectroscopic experiments, including 1D and 2D NMR and HRESIMS experiments, performed on the two monoterpene dihydrochalcones and their monoacetyl derivatives. The structural diversity of these substances is very important for the Piper genus chemotaxonomy.

Keywords: Piper; Piper montealegreanum; monoterpene dihydrochalcones.

MeSH terms

  • Chalcones / chemistry
  • Chalcones / isolation & purification*
  • Chlorophyll / chemistry
  • Chlorophyll / isolation & purification
  • Cinnamates / chemistry
  • Cinnamates / isolation & purification
  • Liquid-Liquid Extraction / methods*
  • Magnetic Resonance Spectroscopy
  • Molecular Structure
  • Monoterpenes / chemistry
  • Monoterpenes / isolation & purification*
  • Phylogeny
  • Piper / chemistry*
  • Piper / classification
  • Plant Stems / chemistry
  • Porphyrins / chemistry
  • Porphyrins / isolation & purification

Substances

  • Chalcones
  • Cinnamates
  • Monoterpenes
  • Porphyrins
  • phaeophytin a
  • cinnamic acid
  • Chlorophyll
  • dihydrochalcone