Peltomexicanin, a Peltogynoid Quinone Methide from Peltogyne Mexicana Martínez Purple Heartwood

Molecules. 2016 Feb 4;21(2):186. doi: 10.3390/molecules21020186.

Abstract

Peltomexicanin (7,10-dihydroxy-6,12-dioxa-5H-tetraphen-3-one) is a new peltogynoid quinone methide isolated from Palo Morado (Peltogyne mexicana Martínez) heartwood by column chromatography. Its chemical structure was elucidated by IR, NMR (¹H, (13)C), 2D NMR experiments (COSY, NOESY, HMQC, and HSQC), ESI-MS, and UV-Vis spectroscopic analysis. According to HPLC quantification, this compound is the main pigment and accounts for 1.21% of Palo Morado heartwood material. The antioxidant activity of peltomexicanin and dried methanolic extract (DEx) of purple heartwood was evaluated using the radical of 2,2'-azinobis-(3-ethylbenzothiazoline-6-sulphonic acid) (ABTS) assay, and the corresponding values expressed as Trolox equivalents (µmol TE/mg sample) were 4.25 and 4.57, respectively.

Keywords: Peltogyne mexicana Martínez; peltogynoids; peltomexicanin; purple heartwood; quinone methide.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzothiazoles / chemistry
  • Chromatography, High Pressure Liquid
  • Fabaceae / chemistry
  • Free Radical Scavengers / chemistry*
  • Free Radical Scavengers / isolation & purification
  • Heterocyclic Compounds, 4 or More Rings / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / isolation & purification
  • Molecular Structure
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Sulfonic Acids / chemistry
  • Wood / chemistry

Substances

  • Benzothiazoles
  • Free Radical Scavengers
  • Heterocyclic Compounds, 4 or More Rings
  • Plant Extracts
  • Sulfonic Acids
  • peltomexicanin
  • 2,2'-azino-di-(3-ethylbenzothiazoline)-6-sulfonic acid