The peculiarity of malvidin 3-O-(6-O-p-coumaroyl) glucoside aggregation. Intra and intermolecular interactions

Johan Mendoza, Joana Oliveira, Paula Araújo, Nuno Basílio, Natércia Teixeira, Natércia F. Brás, Fernando Pina, Kumi Yoshida, Victor de Freitas

Research output: Contribution to journalArticlepeer-review

2 Citations (Scopus)

Abstract

The aggregation of malvidin 3-O-(6-O-p-coumaroyl) glucoside flavylium cation (OeninCoum) in water is reported. Intra and intermolecular interactions of OeninCoum were characterized by UV–vis absorption, 1H NMR and circular dichroism (CD). Theoretical calculations were also performed to describe the intramolecular interactions. At higher temperature (>60 °C) the intermolecular aggregates are disrupted but CD signal attributed to an intramolecular interaction remains. Moreover, the kinetic and thermodynamic data for Oenin and OeninCoum at 50 °C and 25 °C shows that the increase of temperature stabilizes the quinoidal base of this later.

Original languageEnglish
Article number108382
JournalDyes and Pigments
Volume180
DOIs
Publication statusPublished - Sep 2020

Keywords

  • CD
  • Coumaroyl derivatives
  • Intramolecular and intermolecular interactions
  • NMR
  • Oenin
  • Temperature

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