CAS: 3621-38-3; 3-Hydroxy-2,9,10-Trimethoxy-5,6-Dihydroisoquinolino[3,2-A]Isoquinolin-7-Ium

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palmatine 2,9,10-trimethoxy-berbin-3-ol

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    📜在 甲基磺酰氯,三乙胺,三氟乙酸体系中,用 二氯甲烷 作为反应溶剂,化学反应 8.0H,以83%的收率获得产物药根碱
    参考文献:一种模块化地多样性地合成苯并菲啶类和原小檗碱类生物碱的方法
    标题:一种模块化地多样性地合成苯并菲啶类和原小檗碱类生物碱的方法
    摘要:本发明公开了一种模块化地多样性地调控合成苯并菲啶类和原小檗碱类生物碱的方法,所述方法通过改进高碘盐离去基团的取代基,在相对温和的叔丁醇钾的作用下产生吡啶炔,与双烯体发生[4+2]环加成反应,得到一类多取代的异喹啉环前体化合物.通过开发新型的铱催化交叉偶联的方法实现这类异喹啉环前体的开环及芳构化,高效合成具有连接能力的多取代的异喹啉环类化合物,随后与一类高活性的多取代的环状硼酸发生偶联,继而得到一类3‑芳基异喹啉高级中间体.通过两种不同化学原理的应用,实现对这类3‑芳基异喹啉高级中间体的调控,模块化地多样性地高效地合成苯并菲啶类和原小檗碱类生物碱.

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    专利信息


    专利号:US-12091696-B2
    优先权日:2022-08-10
    标 题 :O-methyltransferase protein with highly specific catalytic function for multiple bias parent nuclei and encoding gene and use thereof
    发明人:CHEN SHA; YU YUETONG
    权利人:INST CHINESE MATERIA MEDICA CHINA ACADEMY OF CMS
    摘要:The present disclosure provides an O-methyltransferase protein with a highly specific catalytic function for multiple benzylisoquinoline alkaloids (BIAs) parent nuclei and an encoding gene and use thereof. Compared with wild-type O-methyltransferase, the O-methyltransferase protein (SEQ ID NO: 2) shows an enhanced enzymatic activity and a wider substrate scope. The O-methyltransferase protein can catalyze O-methylation of backbones from three BIAs, including monobenzylisoquinolines (norcoclaurine, coclaurine, and N-methylcoclaurine), aporphines (asimilobine and N-methylasimilobine), and protoberberines (scoulerine and tetrahydrocolumbamine). Meanwhile, this O-methyltransferase protein is highly regioselective for each backbone. The O-methyltransferase protein catalyzes methylation of the monobenzylisoquinolines at 6-OH and 7-OH, is only active on 6-OH of the backbone of the aporphines, and mainly catalyzes methylation of the protoberberines at 2-OH. Moreover, the O-methyltransferase protein has a stronger catalytic activity and can be used as a biocatalyst for the semi-synthesis of related compounds.

    专利号:CN-112851661-A
    优先权日:2021-01-08
    标 题:A method for the modular and diverse synthesis of triphenanthridine and protoberberine alkaloids

    专利号:CN-113801112-A
    优先权日:2021-10-27
    标题 :Synthesis method and application of fibrauretine and analogues thereof

    专利号:CN-110054651-A
    优先权日:2019-06-10
    标 题:A kind of target human bladder cancer jatrorrhizine platinum (II) complex and its synthesis method and application

    专利号:CN-101367800-A
    优先权日:2008-10-09
    标题 :Synthesis method and application of anti-tuberculosis drug 3-alkoxy-8-alkyl-12-R3-jatrorrhizine salt

    专利号:CN-110054651-B
    优先权日:2019-06-10
    标题:A kind of target human bladder cancer jatrorrhizine platinum (II) complex and its synthesis method and application

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    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Wu H, He K, Wang Y, Xue D, Ning N, Zou Z, Ye X, Li X, Wang D, Pang J. The antihypercholesterolemic effect of jatrorrhizine isolated from Rhizoma Coptidis. Phytomedicine. 2014 Sep 25;21(11):1373-81. doi: 10.1016/j.phymed.2014.05.002. Epub 2014 Jun 2. doi: 10.1016/j.talanta.2014.03.026. Epub 2014 Mar 21. doi: 10.1016/j.saa.2013.08.013. Epub 2013 Aug 12. doi: 10.1016/j.saa.2013.07.029. Epub 2013 Jul 27. doi: 10.1002/bdd.1779. Epub 2012 Mar 16. doi: 10.1002/jps.23432. Epub 2012 Dec 21. doi: 10.1111/j.2042-7158.2011.01407.x. Epub 2011 Nov 13. doi: 10.1002/bdd.1835. Epub 2013 Feb 5. doi: 10.1016/j.neulet.2011.05.017. Epub 2011 May 13. doi: 10.1016/j.ejphar.2011.05.002. Epub 2011 May 11. doi: 10.1097/CAD.0b013e328361ab28. doi: 10.3109/00498254.2014.979270. Epub 2014 Nov 5. doi: 10.1016/j.taap.2013.07.005. Epub 2013 Jul 22. doi: 10.1007/s11033-013-2529-z. Epub 2013 May 5. doi: 10.1002/bmc.1066. Chinese. Epub 2004 Dec 8.

    合成参考文献


    参考文献:10.1016/s0031-9422(98)00121-6
    摘要:Suau R, Rico R, López-Romero JM, Nájera F, Cuevas A. Isoquinoline alkaloids from Berberis Vulgaris subsp. Australis. Phytochemistry. 1998 Dec;49(8):2545–9. doi: 10.1016/s0031-9422(98)00121-6.
    参考文献:10.1021/np8001496
    摘要:Iwasa K, Takahashi T, Nishiyama Y, Moriyasu M, Sugiura M, Takeuchi A, Tode C, Tokuda H, Takeda K. Online structural elucidation of alkaloids and other constituents in crude extracts and cultured cells of Nandina domestica by combination of LC-MS/MS, LC-NMR, and LC-CD analyses. J Nat Prod. 2008 Aug;71(8):1376–85. doi: 10.1021/np8001496.
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