CAS: 22333-58-0; 9-Hydroxy-α-Lapachone

该化合物是天然来源的生物活性昆酮化合物,在结构上与α-lapachone有关,具有显著的药理特性,特别是具有潜在的抗癌剂,因为它能够通过NAD(P)H:quinone 氧化激素1(NQO1)调解的红氧化循环在癌症细胞中引起氧化压力.这个机制有选择地针对NQO1过度表达的肿瘤细胞,保留正常细胞.此外,它展示了反炎和抗微生物活动,扩大了治疗潜力.该化合物的稳定性和溶性特征使其适合于药物开发的进一步研究.它独特的作用和选择性定位是它有希望的候选对象,用于对气候学和其他疾病模型进行临床预科研究.

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上下游产品

9-hydroxy-2,2-dimethyl-2H-benzo[g]chromene-5,10-dione 2,3-epoxy-2,3-dihydro-5-hydroxy-2-(3'-methyl-2'-butenyl)-1,4-naphthoquinone 8-hydroxy-3-(3-methylbut-2-enyl)-1,4-naphthoquinone 3,3-dimethyl acrylaldehyde 9-methoxy-α-lapachone

合成工艺路线路线简述

    📜1,5-二羟基萘置于palladium On Activated Charcoal,三乙胺 盐酸,Cupric Complex Of Oxygen And Acetonitrile体系中,用 四氢呋喃,水,苯 用作溶剂,化学反应生成9-羟基-Alpha-拉杷醌
    参考文献:天然存在的萘-Z.Sfnc; 2,3-Bz.Sfnc;吡喃-5,10-醌α-炔opter酮,二氢-α-炔opter酮及其异构体6-羟基-脱氢-α-Lapachone和6-羟基-α-拉帕酮
    标题:天然存在的萘-Z.Sfnc; 2,3-Bz.Sfnc;吡喃-5,10-醌α-炔opter酮,二氢-α-炔opter酮及其异构体6-羟基-脱氢-α-Lapachone和6-羟基-α-拉帕酮
    摘要:异构6-和9-羟基萘-Z.Sfnc; 2,3-Bz.Sfnc; Pyran-5,10-醌是通过2-和3-羟基juglone的烷基化环化一步合成的,可以区分在添加剂和1 HNMR存在下通过紫外可见光谱测定.
    Doi:10.1016/s0040-4039(00)80040-4

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    主要参考文献

    参考标题:Synthesis Of New 9-Hydroxy-α- And 7-Hydroxy-β-Pyran Naphthoquinones And Cytotoxicity Against Cancer Cell Lines
    作者:David R. Da Rocha,Ana C. G. De Souza,Jackson A. L. C. Resende,Wilson C. Santos,Evelyne A. Dos Santos,Cláudia Pessoa,Manoel O. De Moraes,Letícia V. Costa-Lotufo,Raquel C. Montenegro,Vitor F. Ferreira
    摘要:A Synthetic Method To Obtain î+/-- And î²-Pyran Naphthoquinones 10 And 11 With A Hydroxyl Substituent On The Aromatic Ring Was Developed. Two Series Of î+/-- And î²-Pyran Naphthoquinones Were Obtained From The 8-Hydroxy-Lawsone, And Their Anticancer Properties Were Evaluated Against Four Tumor Cell Lines. In General, The New Compounds Displayed Good Activity, Possibly Indicating That These Compounds Have Increased Pro-Oxidant Capacity. The 9-Hydroxy-î+/--Lapachone And 7-Hydroxy-î²-Lapachone Analogues Of The Natural Products î+/--Lapachone And î²-Lapachone Were Successfully Produced By This Methodology.

    合成参考文献


    参考文献:10.5281/zenodo.5794106
    摘要:The LOTUS Initiative for Open Natural Products Research: frozen dataset union wikidata (with metadata) | DOI:10.5281/zenodo.5794106
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