Barbarin as a New Tyrosinase Inhibitor from Barbarea orthocerus
| Autor: | Mi Ran Kim, Jae Gil Kim, Sungkyu Lee, Dongcheul Moon, Kyung Rak Min, Youngsoo Kim, Boram Seo, Kyungwha Hwang, Ji Eun Yun |
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| Rok vydání: | 1999 |
| Předmět: |
Barbarea
Magnetic Resonance Spectroscopy Stereochemistry Tyrosinase Pharmaceutical Science Biology Pharmacognosy Mass Spectrometry Analytical Chemistry Mice chemistry.chemical_compound Drug Discovery Animals Enzyme Inhibitors Oxazoles Pharmacology chemistry.chemical_classification Mushroom Molecular Structure Monophenol Monooxygenase Organic Chemistry biology.organism_classification Enzyme Complementary and alternative medicine chemistry Enzyme inhibitor biology.protein Molecular Medicine Kojic acid Uncompetitive inhibitor |
| Zdroj: | Planta Medica. 65:683-686 |
| ISSN: | 1439-0221 0032-0943 |
| DOI: | 10.1055/s-1999-14092 |
| Popis: | A tyrosinase inhibitor was isolated from the whole plant of Barbarea orthocerus Led. (Brassicaceae) by activity-guided fractionation, and identified as (R)-5-phenyl-2-oxazolidinethione (barbarin) by structural analysis followed by comparison with reported spectral data. The compound exhibited significant inhibitory effects on mushroom and murine tyrosinases at more than 1.6 × 10 -5 M. Barbarin exhibited IC 50 values of 4.2 × 10 -5 M on mushroom tyrosinase and of 4.8 × 10 -5 M on murine tyrosinase. Kojic acid as a positive control exhibited IC 50 values of 3.4 × 10 -5 M and 6.0 × 10 -5 M on mushroom and murine tyrosinases, respectively. Therefore, barbarin exhibited a similar level of inhibitory potency with kojic acid used as a positive control. In a kinetic study with various concentrations of L-dopa as the substrate, barbarin was identified as an uncompetitive inhibitor and kojic acid as a mixed inhibitor of both mushroom and murine tyrosinases. Barbarin exhibited K EIS values of 3.3 × 10 -5 M and 3.6 × 10 -5 M on mushroom and murine tyrosinases, respectively. Kojic acid exhibited K EIS and K EI values of 2.4 × 10 -5 M and 2.2 × 10 -5 M on mushroom tyrosinase and those of 8.9 × 10 -5 M and 7.2 × 10 -5 M on murine tyrosinase, respectively. |
| Databáze: | OpenAIRE |
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