Abstract Polyphenols, especially catecholic stilbene derivatives, have attracted much attention due to the huge pharmacological effects and promising health benefits. However, their chemical synthesis via regioselective ortho-hydroxylation on aromatic rings is highly challenging. In this study, 3′-hydroxypterostilbene (HPS) is taken as a model product due to its strong potential as an antitumor agent. One-step enzymatic synthesis of HPS from pterostilbene (PS) was explored, with immobilised tyrosinase as catalyst. The impact of solvent, pH, temperature, oxygen and reductant concentration on the reaction was investigated, and the conversion was optimised by employing the response surface methodology (RSM). Finally, a high yield of 77.9% was obtained in 2.7 h. This study demonstrates the first successful use of a biotechnological strategy to synthesise HPS. The antioxidant activities of both PS and HPS were evaluated by using the DPPH assay, demonstrating that HPS is more potent than PS as a radical scavenger. Graphical Abstract

中文翻译：

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具有优异抗氧化活性的儿茶酚多酚产品的酶促合成

摘要 多酚类，尤其是儿茶酚二苯乙烯衍生物，因其巨大的药理作用和良好的健康益处而备受关注。然而，它们通过芳环上的区域选择性邻羟基化的化学合成极具挑战性。在本研究中，3'-羟基紫檀芪（HPS）因其作为抗肿瘤剂的强大潜力而被作为模型产品。探索了以固定化酪氨酸酶为催化剂从紫檀 (PS) 一步酶法合成 HPS。研究了溶剂、pH 值、温度、氧气和还原剂浓度对反应的影响，并通过采用响应面法 (RSM) 优化了转化率。最后，在 2.7 小时内获得了 77.9% 的高产率。这项研究证明了首次成功使用生物技术策略来合成 HPS。PS 和 HPS 的抗氧化活性通过使用 DPPH 测定进行评估，表明 HPS 作为自由基清除剂比 PS 更有效。图形概要