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Biocatalytic oxidation of flavone analogues mediated by general biocatalysts: horseradish peroxidase and laccase

机译:一般生物催化剂介导的黄酮类似物的生物催化氧化:辣根过氧化物酶和漆酶

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摘要

Horseradish peroxidase (HRP) and laccase are well known oxidases, which have been widely applied for the biosynthesis of organic compounds. In the present work, flavone analogues as an important type of bioactive natural product could be oxidized by HRP or laccase, which afforded dimeric and oxidative flavones. All of the flavone analogues usually possessing phenolic groups could be transformed using HRP. However, only flavonols, isoflavones and chalcones with phenolic groups and dihydroxylflavones were effective substrates of laccase. The radical reaction mechanism with the B-ring of flavone analogues as the radical reaction trigger was proposed for the oxidation of flavones. In silico molecular docking analyses for assaying the interaction between flavone analogues and oxidases indicated that the phenolic groups at the B rings of flavones docked into the HEME active pocket of HRP well. Kinetic behaviors of the oxidation for various flavone analogues mediated by HRP or laccase displayed Hill and substrate inhibition kinetic models. Therefore, in the present work, the oxidation of various flavone analogues mediated by HRP or laccase has been successfully characterized, which would be helpful for the preparation of flavone derivatives.
机译:辣根过氧化物酶(HRP)和漆酶是公知的氧化酶,已广泛应用于有机化合物的生物合成。在本作工作中,黄酮类似物作为重要类型的生物活性天然产物可以通过HRP或漆酶氧化,这提供了二聚体和氧化黄酮。通常具有酚类基团的所有黄酮类似物可以使用HRP转化。然而,只有黄酮酚,异黄酮和具有酚类基团和二羟基吡喃酮的杀菌素的有效碱基。提出了具有作为自由基反应触发器的黄酮类似物的B环的自由基反应机制,用于氧化黄酮。在硅的分子对接分析中,用于测定黄酮类似物和氧化酶之间的相互作用表明,黄酮的B环的酚类基团井对接到HRP的HRP井中的血红素活性袋中。 HRP或漆酶介导的各种黄酮类似物氧化的动力学行为显示山丘和衬底抑制动力学模型。因此,在本作工作中,已经成功地表征了由HRP或漆酶介导的各种黄酮类似物的氧化,这有助于制备黄酮衍生物。

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  • 来源
    《RSC Advances》 |2019年第23期|共7页
  • 作者单位

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

    Chifeng Univ Med Coll Chifeng 02400 Peoples R China;

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

    Dalian Med Univ Affiliated Hosp 1 222 Zhongshan Rd Dalian 116011 Peoples R China;

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

    Dalian Med Univ Res Inst Integrated Tradit &

    Western Med Coll Pharm Dalian 116044 Peoples R China;

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  • 原文格式 PDF
  • 正文语种 eng
  • 中图分类 化学;
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