» Articles » PMID: 35883798

Copper-Induced Interactions of Caffeic Acid and Sinapic Acid to Generate New Compounds in Artificial Biological Fluid Conditions

Overview
Date 2022 Jul 27
PMID 35883798
Authors
Affiliations
Soon will be listed here.
Abstract

Active ingredients may be ingested through foods, and they can cause several interactions in the human body. Although drug-drug or drug-food interactions are evaluated before the approval of medicines, several functional food interactions are not well-documented because of the wide range of possible combinations of interactions. In this study, we examined the chemical reactions between hydroxycinnamic acids (HCAs), a group of polyphenols, and metal ions in artificial gastric juice or artificial intestinal fluid. Caffeic acid (CaA) and sinapic acid (SA) reacted with copper ions under artificial intestinal fluid conditions and produced new compounds. The triple interactions of CaA or SA with iron and copper ions were also examined. Relative to the initial compounds, CaA and SA derivatives produced by condensation exhibited an increased antioxidant and a decreased prooxidant activity. This study revealed a new food ingredient interaction pattern in which new compounds are produced under biological conditions.

Citing Articles

Drug Selection and Posology, Optimal Therapies and Risk/Benefit Assessment in Medicine: The Paradigm of Iron-Chelating Drugs.

Kontoghiorghes G Int J Mol Sci. 2023; 24(23).

PMID: 38069073 PMC: 10706143. DOI: 10.3390/ijms242316749.


Optimization of QuEChERS Extraction for Determination of Carotenoids, Polyphenols, and Sterols in Orange Juice Using Design of Experiments and Response Surface Methodology.

Iwasaki Y, Yamada S, Sakuma S, Kanba S, Youda C, Ono M Foods. 2023; 12(16).

PMID: 37628062 PMC: 10453318. DOI: 10.3390/foods12163064.


Screening of the Anti-Neurodegenerative Activity of Caffeic Acid after Introduction into Inorganic Metal Delivery Systems to Increase Its Solubility as the Result of a Mechanosynthetic Approach.

Stasilowicz-Krzemien A, Rosiak N, Miklaszewski A, Cielecka-Piontek J Int J Mol Sci. 2023; 24(11).

PMID: 37298169 PMC: 10252749. DOI: 10.3390/ijms24119218.


Impact of Phenolic Acid Derivatives on the Oxidative Stability of β-Lactoglobulin-Stabilized Emulsions.

Bock A, Kieserling H, Steinhauser U, Rohn S Antioxidants (Basel). 2023; 12(1).

PMID: 36671043 PMC: 9854828. DOI: 10.3390/antiox12010182.

References
1.
Pulido R, Hernandez-Garcia M, Saura-Calixto F . Contribution of beverages to the intake of lipophilic and hydrophilic antioxidants in the Spanish diet. Eur J Clin Nutr. 2003; 57(10):1275-82. DOI: 10.1038/sj.ejcn.1601685. View

2.
Li M, Zhao P, Pan Y, Wagner C . Predictive Performance of Physiologically Based Pharmacokinetic Models for the Effect of Food on Oral Drug Absorption: Current Status. CPT Pharmacometrics Syst Pharmacol. 2017; 7(2):82-89. PMC: 5824104. DOI: 10.1002/psp4.12260. View

3.
Fan G, Jin X, Qian Y, Wang Q, Yang R, Dai F . Hydroxycinnamic acids as DNA-cleaving agents in the presence of Cu(II) ions: mechanism, structure-activity relationship, and biological implications. Chemistry. 2009; 15(46):12889-99. DOI: 10.1002/chem.200901627. View

4.
Wang J, Wang X, He Y, Jia L, Yang C, Reiter R . Antioxidant and Pro-Oxidant Activities of Melatonin in the Presence of Copper and Polyphenols In Vitro and In Vivo. Cells. 2019; 8(8). PMC: 6721667. DOI: 10.3390/cells8080903. View

5.
Gruz J, Pospisil J, Kozubikova H, Pospisil T, Dolezal K, Bunzel M . Determination of free diferulic, disinapic and dicoumaric acids in plants and foods. Food Chem. 2014; 171:280-6. DOI: 10.1016/j.foodchem.2014.08.131. View