Supramolecular complexes between Plinia cauliflora (DC.) Kausel extracts and β-cyclodextrin: Physicochemical characterization and antioxidant and anti-inflammatory properties

Paula, Priscila de Lima; Lemos, Ari Sérgio de Oliveira; Queiroz, Lucas Sales; Rocha, Vinícius Novaes; Coimbra, Elaine Soares; Fabri, Rodrigo Luiz; Denadai, Ângelo Márcio Leite

doi:10.1016/j.jddst.2023.104533

Cited by 1 publication

(1 citation statement)

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“…The inclusion in CD of strong polyphenolic antioxidants such as quercetin, rutin, catechin, epicatechin, brazilin, resveratrol, kaempferol, myricetin, naringenin, baicalein, gallates, and caffeic acid which are susceptible to degradation via oxidation or photodegradation was reported in the literature, with consistent research regarding the polyphenol-CD interactions [2,3,7,[13][14][15][16][17][18][19]. Also, the encapsulation of CD of vegetal extracts with antioxidant properties rich in polyphenols was reported [3,20,21].…”

Section: Of 16mentioning

confidence: 74%

Inclusion of a Catechol-Derived Hydrazinyl-Thiazole (CHT) in β-Cyclodextrin Nanocavity and Its Effect on Antioxidant Activity: A Calorimetric, Spectroscopic and Molecular Docking Approach

et al. 2023

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The aim of the present research was to obtain a supramolecular complex between a strong antioxidant compound previously reported by our group, in order to extend its antioxidant activity. The formation of the inclusion complex of a catechol hydrazinyl-thiazole derivative (CHT) and β-cyclodextrin in aqueous solution has been investigated using isothermal titration calorimetry (ITC), spectroscopic and theoretical methods. The stoichiometry of this inclusion complex was established to be equimolar (1:1) and its equilibrium constant was determined. An estimation of the thermodynamic parameters of the inclusion complex showed that it is an enthalpy and entropy-driven process. Our observations also show that hydrophobic interactions are the key interactions that prevail in the complex. 1H NMR spectroscopic method was employed to study the inclusion process in an aqueous solution. Job plots derived from the 1H NMR spectral data demonstrated 1:1 stoichiometry of the inclusion complex in a liquid state. A 2D NMR spectrum suggests the orientation of the aromatic ring of CHT inside the β-CD cavity. The antiradical activity of the complex was evaluated and compared with free CHT, indicating a delayed activity compared with free CHT. To obtain additional qualitative and visual insight into the particularity of CHT and β-CD interaction, molecular docking calculations have been performed.

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