Insights into the Binding of Dietary Phenolic Compounds to Human Serum Albumin and Food-Drug Interactions
- PMID: 33233356
- PMCID: PMC7700232
- DOI: 10.3390/pharmaceutics12111123
Insights into the Binding of Dietary Phenolic Compounds to Human Serum Albumin and Food-Drug Interactions
Abstract
The distribution of drugs and dietary phenolic compounds in the systemic circulation de-pends on, among other factors, unspecific/specific reversible binding to plasma proteins such as human serum albumin (HSA). Phenolic substances, present in plant-derived feeds, foods, beverages, herbal medicines, and dietary supplements, are of great interest due to their biological activity. Recently, considerable research has been directed at the formation of phenol-HSA complexes, focusing above all on structure-affinity relationships. The nucleophilicity and planarity of molecules can be altered by the number and position of hydroxyl groups on the aromatic ring and by hydrogenation. Binding affinities towards HSA may also differ between phenolic compounds in their native form and conjugates derived from phase II reactions. On the other hand, food-drug interactions may increase the concentration of free drugs in the blood, affecting their transport and/or disposition and in some cases provoking adverse or toxic effects. This is caused mainly by a decrease in drug binding affinities for HSA in the presence of flavonoids. Accordingly, to avoid the side effects arising from changes in plasma protein binding, the intake of flavonoid-rich food and beverages should be taken into consideration when treating certain pathologies.
Keywords: bioavailability; distribution; molecular property; noncovalent interaction; pharmacokinetics; plasma protein binding.
Conflict of interest statement
The authors declare no conflict of interest. The funders had no role in the design of the study; in the collection, analyses, or interpretation of data; in the writing of the manuscript, or in the decision to publish the results.
Figures
Similar articles
-
Studies on the competitive binding of cleviprex and flavonoids to plasma protein by multi-spectroscopic methods: A prediction of food-drug interaction.J Photochem Photobiol B. 2017 Oct;175:192-199. doi: 10.1016/j.jphotobiol.2017.08.037. Epub 2017 Sep 4. J Photochem Photobiol B. 2017. PMID: 28892755
-
Studies on the interaction between promethazine and human serum albumin in the presence of flavonoids by spectroscopic and molecular modeling techniques.Colloids Surf B Biointerfaces. 2016 Sep 1;145:820-829. doi: 10.1016/j.colsurfb.2016.06.001. Epub 2016 Jun 2. Colloids Surf B Biointerfaces. 2016. PMID: 27315330
-
A review of dietary polyphenol-plasma protein interactions: characterization, influence on the bioactivity, and structure-affinity relationship.Crit Rev Food Sci Nutr. 2012;52(1):85-101. doi: 10.1080/10408398.2010.499017. Crit Rev Food Sci Nutr. 2012. PMID: 21991992 Review.
-
Noncovalent interaction of dietary polyphenols with common human plasma proteins.J Agric Food Chem. 2011 Oct 12;59(19):10747-54. doi: 10.1021/jf2029829. Epub 2011 Sep 8. J Agric Food Chem. 2011. PMID: 21863815
-
[Study on binding of drug to serum protein].Yakugaku Zasshi. 2009 Apr;129(4):413-25. doi: 10.1248/yakushi.129.413. Yakugaku Zasshi. 2009. PMID: 19336995 Review. Japanese.
Cited by
-
A Perspective on Missing Aspects in Ongoing Purification Research towards Melissa officinalis.Foods. 2023 May 8;12(9):1916. doi: 10.3390/foods12091916. Foods. 2023. PMID: 37174453 Free PMC article. Review.
-
Probing the binding of morin with alpha-2-macroglobulin using multi-spectroscopic and molecular docking approach : Interaction of morin with α2M.J Biol Phys. 2023 Jun;49(2):235-255. doi: 10.1007/s10867-023-09629-z. Epub 2023 Mar 13. J Biol Phys. 2023. PMID: 36913165 Free PMC article.
-
Role of polyphenolic compounds and their nanoformulations: a comprehensive review on cross-talk between chronic kidney and cardiovascular diseases.Naunyn Schmiedebergs Arch Pharmacol. 2023 May;396(5):901-924. doi: 10.1007/s00210-023-02410-y. Epub 2023 Feb 24. Naunyn Schmiedebergs Arch Pharmacol. 2023. PMID: 36826494 Review.
-
Theobroma cacao and Theobroma grandiflorum: Botany, Composition and Pharmacological Activities of Pods and Seeds.Foods. 2022 Dec 8;11(24):3966. doi: 10.3390/foods11243966. Foods. 2022. PMID: 36553708 Free PMC article. Review.
-
Using Human Serum Albumin Binding Affinities as a Proactive Strategy to Affect the Pharmacodynamics and Pharmacokinetics of Preclinical Drug Candidates.ACS Pharmacol Transl Sci. 2022 Aug 16;5(9):803-810. doi: 10.1021/acsptsci.2c00115. eCollection 2022 Sep 9. ACS Pharmacol Transl Sci. 2022. PMID: 36110380 Free PMC article.
References
-
- FDA G. Bioavailability and Bioequivalence Studies for Orally Administered Drug Products—General. Food and Drug Administration; Rockville, MD, USA: 2002.
-
- Neilson A.P., Goodrich K.M., Ferruzzi M.G. Nutrition in the Prevention and Treatment of Disease. Elsevier; Amsterdam, The Netherlands: 2017. Bioavailability and Metabolism of Bioactive Compounds from Foods; pp. 301–319.