Tritordeum, a hybrid cereal with a highly tricin-enriched lignin

Int J Biol Macromol. 2024 Mar;261(Pt 2):129694. doi: 10.1016/j.ijbiomac.2024.129694. Epub 2024 Jan 27.

Abstract

The lignin from tritordeum straw, a hybrid cereal from crossbreeding of durum wheat and wild barley, was isolated and chemically characterized. Its composition and structure were studied by analytical pyrolysis (Py-GC/MS), nuclear magnetic resonance spectroscopy (NMR), Derivatization Followed by Reductive Cleavage (DFRC) method, and gel permeation chromatography (GPC). The data revealed an enrichment of guaiacyl (G) units (H:G:S of 3:61:36), which had a significant impact on the distribution of inter-unit linkages. The predominant linkages were the β-O-4' alkyl-aryl ethers (78 % of all linkages), with substantial proportions of condensed linkages such as phenylcoumarans (11 %), resinols (4 %), spirodienones (4 %), and dibenzodioxocins (2 %). Moreover, DFRC revealed that tridordeum straw lignin was partly acylated at the γ-OH with both acetates and p-coumarates. Acetates were principally attached to G-units, whereas p-coumarates were predominantly attached to S-units. Furthermore, and more importantly, tritordeum lignin incorporates remarkable amounts of a valuable flavone, tricin, exceeding 30 g per kilogram of straw. Given the diverse industrial applications associated with this high-value molecule, tritordeum straw emerges as a promising and sustainable resource for its extraction.

Keywords: 2D-NMR; Agricultural residue; Cinnamic acids; Tricin; Waste valorization.

MeSH terms

  • Acetates / analysis
  • Edible Grain* / chemistry
  • Flavonoids*
  • Lignin* / chemistry
  • Molecular Structure

Substances

  • Lignin
  • tricin
  • Acetates
  • Flavonoids