Unique Flavanol-Anthocyanin Condensed Forms in Apache Red Purple Corn

J Agric Food Chem. 2018 Oct 17;66(41):10844-10854. doi: 10.1021/acs.jafc.8b04723. Epub 2018 Oct 9.

Abstract

Anthocyanin pigments from purple corn are being explored as a potential alternative to artificial colorants and for their health-promoting properties. However, all pericarp-pigmented corn varieties examined to date primarily contain cyanidin-derived anthocyanins, which produce bluish-red or pink extracts. Here we describe the first pelargonidin-dominant pericarp-pigmented corn lines from the landrace Apache Red (AR). Anthocyanins were characterized from six AR families using high-performance liquid chromatography-mass spectrometry (HPLC-MS). From this, we identified two new flavanol-anthocyanin condensed forms in corn: catechin-(4,8)-pelargonidin 3,5-diglucoside and afzelechin-(4,8)-pelargonidin 3,5-diglucoside, which were subsequently confirmed with NMR. Additionally, several apigenin-derived C-glycosyl flavones were identified in abundance. With a diverse flavonoid profile containing an array of different anthocyanin species and flavones, Apache Red will be an important line in which to study control of the flavonoid biosynthesis pathway.

Keywords: anthocyanin; flavanol-anthocyanin condensed forms; flavone; purple corn.

MeSH terms

  • Anthocyanins / chemistry*
  • Biosynthetic Pathways
  • Catechin / chemistry
  • Color
  • Flavones / biosynthesis
  • Molecular Structure
  • Phenol / chemistry*
  • Pigments, Biological / chemistry*
  • Pigments, Biological / isolation & purification
  • Plant Extracts / chemistry*
  • Plant Extracts / isolation & purification
  • Structure-Activity Relationship
  • Zea mays / chemistry*

Substances

  • Anthocyanins
  • Flavones
  • Pigments, Biological
  • Plant Extracts
  • Phenol
  • Catechin