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

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

http://hdl.handle.net/10362/113065

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Resumo(s)

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.

Descrição

UIDB/50006/2020 PTDC/QUI-OUT/29013/2017 MEX/Ref. 288188 SFRH/BD/143309/2019 IF/00225/2015 IF/01355/2014 CEECIND/00466/2017 REQUIMTE/EEC2018/PTDC/QUI-OUT/29925/2017

Palavras-chave

CD Coumaroyl derivatives Intramolecular and intermolecular interactions NMR Oenin Temperature General Chemical Engineering Process Chemistry and Technology

URI

http://hdl.handle.net/10362/113065

DOI

10.1016/j.dyepig.2020.108382

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FCT: DQ - Artigos em revista internacional com arbitragem científica

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