Tyrosinase (Polyphenol oxidase), a key enzyme in enzymatic browning, is an attractive target for developing new anti-browning agents in the food industry. In this work, twenty pyrazole-1,2,4-triazole derivatives ( were synthesized and tested in vitro, most of compounds showed potent anti-tyrosinase activity. Of these, (IC = 1.02 ± 0.08 μM) was found to be 14 folds stronger than kojic acid (IC = 14.74 ± 1.23 μM) and behaved as a mixed type inhibitor. Besides, the disappeared peak of dopaquinone in the HPLC assay intuitively validated the inhibitory effect of . Copper ions chelating, fluorescence quenching and molecular docking assays showed that coordination with copper is the key to play a role. Furthermore, exhibited excellent anti-browning ability for the Tratt, the non-enzymatic browning experiment showed that could prevent browning in non-enzymatic ways. It is suggested that these derivatives could serve as the leading compounds to find more efficient anti-browning agents in the future.

中文翻译：

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新型吡唑-1,2,4-三唑衍生物作为酪氨酸酶抑制剂的开发：设计、制备、作用机制和抗褐变应用


酪氨酸酶（多酚氧化酶）是酶促褐变的关键酶，是食品工业中开发新型抗褐变剂的一个有吸引力的目标。在这项工作中，合成了二十种吡唑-1,2,4-三唑衍生物（并进行了体外测试，大多数化合物表现出有效的抗酪氨酸酶活性。其中，（IC = 1.02 ± 0.08 μM）被发现是 14 倍比曲酸强（IC = 14.74 ± 1.23 μM），并且表现为混合型抑制剂。此外，HPLC 测定中多巴醌的消失峰直观地验证了铜离子螯合、荧光猝灭和分子对接测定的抑制效果。与铜的配位是发挥作用的关键，此外，Tratt表现出优异的抗褐变能力，非酶促褐变实验表明，这些衍生物可以作为非酶促褐变的抑制剂。领先化合物在未来寻找更有效的抗褐变剂。