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Tyrosinase Inhibitory Effects and Antioxidant Properties of Paeonol and Its Analogues

机译:丹皮酚及其类似物的酪氨酸酶抑制作用和抗氧化性能

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摘要

With the aim to find out structural features for the tyrosinase inhibitory activity, the inhibitory effects of seven paeonol analogues on the diphenolase of mushroom tyrosinase, the interaction between the inhibitors and the copper ions, and the antioxidant activity by DPPH radical were investigated. These paeonol analogues had suggested remarkable inhibition toward tyrosinase. Among them, paeonol (a) exhibited the strongest inhibition activity (IC_(50) =0.21 mM) as well as showed potent scavenging activity on the DPPH radical. The inhibition kinetics revealed that paeonol (a) was a mixed-type inhibitor, 2'-hydroxy acetophe-none (c), 4'-hydroxy acetophenone (d), and 2,4'-dihydroxy acetophenone (e) were competitive inhibitors, while acetophenone (b), 2'-methoxyacetophenone (f), and 4'-methoxy acetophenone (g) behaved as non-competitive inhibitors. The maximum absorbing wavelengths of compounds (c), (d), and (e) showed different significant blue shifts, which could explain that they exhibited competitive inhibition by forming a chelate with the copper ions at the catalytic domain of the tyrosinase.
机译:为了找出酪氨酸酶抑制活性的结构特征,研究了七个pa药类似物对蘑菇酪氨酸酶双酚酶的抑制作用,抑制剂与铜离子的相互作用以及DPPH自由基的抗氧化活性。这些丹皮酚类似物表明对酪氨酸酶具有显着的抑制作用。其中,丹皮酚(a)表现出最强的抑制活性(IC_(50)= 0.21 mM),并且对DPPH自由基显示出有效的清除活性。抑制动力学表明,丹皮酚(a)是一种混合型抑制剂,2'-羟基乙酰基无(c),4'-羟基苯乙酮(d)和2,4'-二羟基苯乙酮(e)是竞争性抑制剂。 ,而苯乙酮(b),2'-甲氧基苯乙酮(f)和4'-甲氧基苯乙酮(g)表现为非竞争性抑制剂。化合物(c),(d)和(e)的最大吸收波长显示出不同的显着蓝移,这可以解释为它们通过在酪氨酸酶催化域与铜离子形成螯合物而表现出竞争抑制作用。

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