Biomimetic synthesis of galantamine via laccase/TEMPO mediated oxidative coupling

Claudio Zippilli; Lorenzo Botta; Bruno Mattia Bizzarri; Maria Camilla Baratto; Rebecca Pogni; Raffaele Saladino

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Biomimetic synthesis of galantamine via laccase/TEMPO mediated oxidative coupling

机译：通过漆酶/速度介导的氧化偶联剂的Galantamine仿生合成

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Laccase-mediated intramolecular oxidative radical coupling of N -formyl-2-bromo- O -methylnorbelladine afforded a novel and isolable spirocyclohexadienonic intermediate of galantamine. High yield and conversion of substrate were obtained in the presence of the redox mediator 2,2,6,6-tetramethylpiperidine-1-oxyl (TEMPO). This laccase procedure, with an overall yield of 34%, represents a scalable and environmentally friendly alternative to previously reported syntheses of galantamine based on the use of potassium ferricyanide as an unspecific radical coupling reagent.

机译：漆酶介导的N-甲溴-2-溴-O-甲虫草细胞的分子内氧化自由基偶联得到了一种新的加拉敏的新颖和可分离的螺旋循环中间体。在氧化还原介体2,2,6,6-四甲基哌啶-1-氧基（Tempo）存在下获得底物的高产率和转化。该漆酶的总产量为34％，基于使用铁氰化钾作为非特异性自由基偶联剂，以前报道了先前报道的加兰尼合成的可扩展和环保的替代方法。

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《RSC Advances》 |2020年第18期|共7页
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Claudio Zippilli; Lorenzo Botta; Bruno Mattia Bizzarri; Maria Camilla Baratto; Rebecca Pogni; Raffaele Saladino;
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1. Biomimetic synthesis of galantamine via laccase/TEMPO mediated oxidative coupling [J] . Zippilli Claudio, Botta Lorenzo, Bizzarri Bruno Mattia, RSC Advances . 2020,第18期

机译：通过漆酶/速度介导的氧化偶联剂的Galantamine仿生合成
2. Laccase-TEMPO-mediated air oxidation of galactomannan for use as paper strengthening agent [J] . Di Jipeng, Sun Qi, Song Xianliang Carbohydrate Polymers: Scientific and Technological Aspects of Industrially Important Polysaccharides . 2018,第期

机译：LaCcase-Tempo介导的半乳甘露聚糖的空气氧化用作纸张加强剂
3. Water-soluble chitosan derivatives and pH-responsive hydrogels by selective C-6 oxidation mediated by TEMPO-laccase redox system [J] . da Silva Suse Botelho, Krolicka Malgorzata, van den Broek Lambertus A. M., Carbohydrate Polymers: Scientific and Technological Aspects of Industrially Important Polysaccharides . 2018,第期

机译：通过Tempo-Laccase氧化还原系统介导的选择性C-6氧化水溶性壳聚糖衍生物和pH响应水凝胶
4. Preparation and characterization of bagasse nanofibers by laccase/TEMPO mediator oxidation [C] . Jie Jiang, Yimin Fan 第五届制浆造纸新技术国际研讨会（ISETPP）暨第三届国际造纸与环境学术大会（IPEC）论文集 . 2016

机译：漆酶/ TEMPO介体氧化法制备甘蔗渣纳米纤维及其表征
5. Redox-Active Ligand-Mediated Radical Coupling Reactions at High-Valent Oxorhenium Complexes: Reactions Relevant to Water Oxidation for Artificial Photosynthesis [D] . Lippert, Cameron A. 2011

机译：高效氧or络合物上的氧化还原活性配体介导的自由基偶联反应：与人工水合作用的水氧化有关的反应
6. Oxidative Coupling as a Biomimetic Approach to the Synthesis of Scytonemin [O] . Andreas Ekebergh, Isabella Karlsson, Rudi Mete, -1

机译：氧化偶联作为仿生方法合成Scytonemin
7. Deracemisation of profenol core by combining laccase/TEMPO-mediated oxidation and alcohol dehydrogenase-catalysed dynamic kinetic resolution [O] . Díaz Rodríguez Alba, Ríos Lombardía Nicolás, Sattler Johann H., 2015

机译：结合漆酶/ TEMPO介导的氧化反应和乙醇脱氢酶催化的动态动力学拆分，对丙醇核心进行消旋

Biomimetic synthesis of galantamine via laccase/TEMPO mediated oxidative coupling

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