The antityrosinase and antioxidant activities of flavonoids dominated by the number and location of phenolic hydroxyl groups
| Autor: | Dong Huanhuan, Yu Xiongying, Shuwen Cao, Yanying Yu, Lixiang Zheng, Qing-Long Shu, Ai-Ren Zuo |
|---|---|
| Jazyk: | angličtina |
| Rok vydání: | 2018 |
| Předmět: |
Antioxidant
DPPH Tyrosinase medicine.medical_treatment Phenolic hydroxyl 01 natural sciences Lipid peroxidation chemistry.chemical_compound Antioxidant activity medicine Shikonin Pharmacology chemistry.chemical_classification Reactive oxygen species ABTS Antityrosinase activity 010405 organic chemistry Rosmarinic acid Research Isoeugenol lcsh:Other systems of medicine lcsh:RZ201-999 0104 chemical sciences 010404 medicinal & biomolecular chemistry Complementary and alternative medicine chemistry Biochemistry Molecular docking |
| Zdroj: | Chinese Medicine Chinese Medicine, Vol 13, Iss 1, Pp 1-12 (2018) |
| ISSN: | 1749-8546 |
| Popis: | Background Compounds with the ability to scavenge reactive oxygen species (ROS) and inhibit tyrosinase may be useful for the treatment and prevention from ROS-related diseases. The number and location of phenolic hydroxyl of the flavonoids will significantly influence the inhibition of tyrosinase activity. Phenolic hydroxyl is indispensable to the antioxidant activity of flavonoids. Isoeugenol, shikonin, baicalein, rosmarinic acid, and dihydromyricetin have respectively one, two, three, four, or five phenolic hydroxyls. The different molecular structures with the similar structure to l-3,4-dihydroxyphenylalanine (l-DOPA) were expected to the different antityrosinase and antioxidant activities. Methods This investigation tested the antityrosinase activity, the inhibition constant, and inhibition type of isoeugenol, shikonin, baicalein, rosmarinic acid, and dihydromyricetin. Molecular docking was examined by the Discovery Studio 2.5 (CDOCKER Dock, Dassault Systemes BIOVIA, USA). This experiment also examined the antioxidant effects of the five compounds on supercoiled pBR322 plasmid DNA, lipid peroxidation in rat liver mitochondria in vitro, and DPPH, ABTS, hydroxyl, or superoxide free radical scavenging activity in vitro. Results The compounds exhibited good antityrosinase activities. Molecular docking results implied that the compounds could interact with the amino acid residues in the active site center of antityrosinase. These compounds also exhibited antioxidant effects on DPPH, ABTS, hydroxyl, or superoxide free radical scavenging activity in vitro, lipid peroxidation in rat liver mitochondria induced by Fe2+/vitamin C system in vitro, and supercoiled pBR322 plasmid DNA. The activity order is isoeugenol |
| Databáze: | OpenAIRE |
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