Kushenol A and 8-prenylkaempferol, tyrosinase inhibitors, derived from Sophora flavescens

Autor: Young Ho Kim, In-Sook Cho, Yang Kang So, Hyeong-Hwan Kim, Jang Hoon Kim
Jazyk: angličtina
Rok vydání: 2018
Předmět:
Antioxidant
antioxidant
Cell Survival
Tyrosinase
medicine.medical_treatment
Plant Roots
01 natural sciences
Tyrosinase inhibitor
Structure-Activity Relationship
Drug Discovery
Melanin biosynthesis
Tumor Cells
Cultured
medicine
Humans
Enzyme Inhibitors
Kaempferols
Flavonoids
Pharmacology
chemistry.chemical_classification
Sophora flavescens
Dose-Response Relationship
Drug
Molecular Structure
integumentary system
biology
Monophenol Monooxygenase
Plant Extracts
010405 organic chemistry
Chemistry
lcsh:RM1-950
Fabaceae
Hep G2 Cells
General Medicine
molecular docking
biology.organism_classification
0104 chemical sciences
Molecular Docking Simulation
Kinetics
010404 medicinal & biomolecular chemistry
Enzyme
tyrosinase inhibitor
lcsh:Therapeutics. Pharmacology
Biochemistry
Reactive Oxygen Species
Sophora
Research Paper
Zdroj: Journal of Enzyme Inhibition and Medicinal Chemistry, Vol 33, Iss 1, Pp 1048-1054 (2018)
Journal of Enzyme Inhibition and Medicinal Chemistry
ISSN: 1475-6374
1475-6366
Popis: Tyrosinase is known for an enzyme that plays a key role in producing the initial precursor of melanin biosynthesis. Inhibition of the catalytic reaction of this enzyme led to some advantage such as skin-whitening and anti-insect agents. To find a natural compound with inhibitory activity towards tyrosinase, the five flavonoids of kushenol A (1), 8-prenylkaempferol (2), kushenol C (3), formononetin (4) and 8-prenylnaringenin (5) were isolated by column chromatography from a 95% methanol extract of Sophora flavescens. The ability of these flavonoids to block the conversion of L-tyrosine to L-DOPA by tyrosinase was tested in vitro. Compounds 1 and 2 exhibited potent inhibitory activity, with IC50 values less than 10 µM. Furthermore, enzyme kinetics and molecular docking analysis revealed the formation of a binary encounter complex between compounds 1–4 and the enzyme. Also, all of the isolated compounds (1–5) were confirmed to possess antioxidant activity.
Databáze: OpenAIRE
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