Effect of co-pigments on anthocyanins of Rhododendron arboreum and insights into interaction mechanism

Food Chem. 2023 Nov 15:426:136571. doi: 10.1016/j.foodchem.2023.136571. Epub 2023 Jun 9.

Abstract

The impact of intermolecular copigmentation between five phenolic acids, two flavonoid and three amino acids with R. arboreum anthocyanins (ANS) and its isolated cyanidin-3-O-monoglycosides were investigated through experimental and theoretical approach. On addition of different copigments, phenolic acid induced strong hyperchromic (0.26-0.55 nm) and bathochromic shift (6.6-14.2 nm). The color intensity and stability of ANS with, storage at 4 °C & 25 °C, sunlight, oxidation and heat were evaluated by chromaticity, anthocyanin content, kinetic and structural simulation analysis. The strongest copigmentation reaction was observed with narningin (NA) and also showed high thermostability and highest half-life i.e. 3.39 h-1.24 h at 90-160 °C. The cyanidin-3-O-monoglycosides were analysed for their copigmentation effect and observations revealed that NA displayed best copigmentation effect to cyanidin-3-O-arabinoside (B) followed by cyanidin-3-O-galactoside (A), and cyanidin-3-O-rhamnoside (C). Additionally, structural simulation and steered molecular dynamics insights NA is the most favourable co-pigment involving π-π stacking and H-bonding.

Keywords: Anthocyanins; Co-pigmentation; Cyanidin glycosides; Molecular complexes; Rhododendron arboreum.

MeSH terms

  • Anthocyanins* / chemistry
  • Flavonoids
  • Hydroxybenzoates / chemistry
  • Rhododendron*

Substances

  • Anthocyanins
  • phenolic acid
  • Hydroxybenzoates
  • Flavonoids