CAS: 6451-73-6; (S)-3,10-Dimethoxy-5,8,13,13A-Tetrahydro-6H-Isoquinolino[3,2-A]Isoquinoline-2,9-Diol

该化合物是一种自然产生的藻类,主要来自各种植物物种,特别是家庭Papaveraceae的植物,其特点是复杂的四环结构,其中包括一个苯基利索基诺林框架; 苏克雷因展示了一系列生物活动,包括抗微生物,抗炎和潜在的抗癌特性,使它成为药理研究的一个主题; 该化合物通常以白到苍白的黄色晶状固体的形式出现,在乙醇和乙醇等有机溶剂中溶解,但水溶解性有限; 其分子式反映了碳,氢和氮原子的具体安排,有助于其独特的化学特性; 苏克雷因的药理和作用机制仍在调查之中,但其潜在的治疗应用继续推动药物化学和天然产品研究. 与许多alkolioid一样,对于其使用谨慎谨慎,因为它在某些浓度上可能具有毒性.

结构式图片

上下游产品

(+)-(S)-reticuline tetrahydropalmatine isovanillin homoisovanillic acid(-)-is°Corypalmine tetrahydroberberrubine (S)-stylopine columbamine

合成工艺路线路线简述

    📜罗通定置于三溴化硼体系中,用 二氯甲烷 作为反应溶剂,化学反应 0.58H,反应生成 金黄紫堇碱
    参考文献:延胡索乙素衍生物及其制备方法,用途
    标题:延胡索乙素衍生物及其制备方法,用途
    摘要:本发明公开了一种化合物及其制备方法和用途,该化合物为式i所示的化合物或式i所示化合物的立体异构体,几何异构体,互变异构体,氮氧化物,水合物,溶剂化物,代谢产物,药学上可接受的盐或前药,该化合物为延胡索乙素衍生物.本发明所提出的化合物具有在制备药物中的用途,该药物可显著抑制真核生物肿瘤细胞的增殖和/或治疗或预防肿瘤.

    海关参考信息

    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:WO-0112791-A1
    优先权日:1999-08-12
    标 题 :Dna shuffling of dioxygenase genes for production of industrial chemicals
    发明人:SELIFONOV SERGEY A; NEWMAN LISA M
    权利人:MAXYGEN INC; SELIFONOV SERGEY A; NEWMAN LISA M
    摘要:This invention provides improved polypeptides, including dioxygenases, dehydrogenases, ligases and transferases that are useful for the biocatalytic synthesis of compounds such as α-hydroxycarboxylic acids, and aryl- and alkyl-hydroxy and carboxylic acid compounds. The polypeptides provided herein are improved in properties such as regioselectivity, enzymatic activity, stereospecificity, and the like. Methods for obtaining recombinant polynucleotides that encode these improved polypeptides are also provided, as are organisms that express the polypeptides and are thus useful for carrying out said biocatalytic syntheses. Also provided by the invention are methods for increasing said solvent resistance of organisms that are used in the synthetic methods.

    专利号:WO-2025031833-A1
    优先权日:2023-08-04
    标 题:Recombinant strain and use thereof in production of scoulerine
    发明人:CHEN YUN; JIAO XIANG
    权利人:CHRYSEA LTD; CHEN YUN
    摘要:Disclosed are recombinant yeast strains and a use thereof in the production of a benzylisoquinoline alkaloid. The recombinant yeast strains comprise berberine bridge enzyme. De novo synthesis of scoulerine and a benzylisoquinoline alkaloid is achieved through multiple strategies, and the yield thereof is significantly increased. The recombinant yeast strains provided by the present invention can produce scoulerine and other benzylisoquinoline alkaloids at high efficiency, and has important value in applications.

    专利号:EP-3137618-A1
    优先权日:2014-04-29
    标 题 :Improved methods for making and using polynucleotide sequences in the synthesis of alkaloid compounds

    专利号:CN-106085981-A
    优先权日:2016-06-30
    标题 :Methyltransferase gene involved in the synthesis of sanguinarine and chelerythrine in Boluohui and its application

    专利号:CN-106119265-A
    优先权日:2016-06-30
    标题 :Cytochrome P450 enzyme gene involved in the synthesis of sanguinarine and chelerythrine in Boluohui and its application

    供应商参考报价(招募中)

    品牌试剂参考报价(招募中)

    📌 第三方产品分析报告

    ✅ COA系统入驻 | 共享模式

    主要参考文献


    1: Li J, Yan Z, Li H, Shi Q, Ahire V, Zhang S, Nimishetti N, Yang D, Allen TD, Zhang J. The Phytochemical Scoulerine Inhibits Aurora Kinase Activity to Induce Mitotic and Cytokinetic Defects. J Nat Prod. 2021 Aug 27;84(8):2312-2320. doi: 10.1021/acs.jnatprod.1c00429. Epub 2021 Aug 18.
    327:109184. doi: 10.1016/j.cbi.2020.109184. Epub 2020 Jun 24. 8(1):4829. doi: 10.1038/s41598-018-22862-0.
    4: Mi G, Gao Y, Yan H, Jin X, Ye E, Liu S, Gong Z, Yang H, Yang Z. l-Scoulerine attenuates behavioural changes induced by methamphetamine in zebrafish and mice. Behav Brain Res. 2016 Feb 1;298(Pt A):97-104. doi: 10.1016/j.bbr.2015.09.039. Epub 2015 Oct 1.

    合成参考文献


    摘要:Quin, M. B.; Flynn, C. M.; Ellinger, J. J.; Schmidt-Dannert, C., Science of Synthesis: Biocatalysis in Organic Synthesis, (2015) 3, 386.
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