文化大學機構典藏 CCUR:Item 987654321/45644
English  |  正體中文  |  简体中文  |  全文笔数/总笔数 : 46962/50828 (92%)
造访人次 : 12582271      在线人数 : 388
RC Version 6.0 © Powered By DSPACE, MIT. Enhanced by NTU Library IR team.
搜寻范围 查询小技巧：
  • 您可在西文检索词汇前后加上"双引号"，以获取较精准的检索结果
  • 若欲以作者姓名搜寻，建议至进阶搜寻限定作者字段，可获得较完整数据
    •  进阶搜寻
    主页 ‧ 登入 ‧ 上传 ‧ 说明 ‧ 关于CCUR ‧ 管理 到手机版


    jsp.display-item.identifier=請使用永久網址來引用或連結此文件: https://irlib.pccu.edu.tw/handle/987654321/45644


    题名: 異丹參酚酸C的全合成研究
    Total Synthesis of Isosalvianolic Acid C
    作者: 余宗學
    贡献者: 化學系應用化學碩士班
    关键词: 異丹參酚酸C
    Isosalvianolic acid C
    日期: 2020
    上传时间: 2020-01-20 13:12:01 (UTC+8)
    摘要: 天然物異丹參酚酸C是從唇形科植物華鼠尾的水萃物所分離出來的新化合物，屬於酚羧酸酯類化合物，異丹參酚酸C的結構是由藤紫丹酸B與丹參素結合而成，藤紫丹酸B的結構中具有一個二苯㗁呯之骨架，異丹參酚酸C具有抗氧化活性，藤紫丹酸B具有神經保護之活性，由於異丹參酚酸C在植物中的含量非常少又無全合成之報導，本論文中主要針對異丹參酚酸C進行全合成之研究。以(4,5-bis(benzyloxy)-2-bromobenzyl)bromotriphenylphosphorane和3-benzyloxy-6-bromo-2-hydroxybenzaldehyde為起始物，以芐基作為保護基，經9個步驟完成異丹參酚酸C的全合成，藤紫丹酸B的部分是經由Wittig reaction及Ullmann condensation兩種方法合成出，然後丙烯酸的部分是利用Heck reaction合成出來的，丹參素的立體化學結構是利用Sharpless asymmetric dihydroxylation建立出來的。
    Isosalvianolic acid C, a depside, was previously isolated from water extract of Salvia chinensis as a new natural product. The structure of isosalvianolic acid C is composed of tournefolic acid B and danshensu. Tournefolic acid B possessed a dibenzooxepine skeleton. Isosalvianolic acid C showed anti-oxidative activity. Tournefolic acid B was found to show neuroprotective effects. Due to limited amounts of isosalvianolic acid C from natural source and no synthetic work previously, in this thesis, the total synthesis of isosalvianolic acid C was carried out. The total synthesis of isosalvianolic acid C was accomplished in 9 steps starting from (4,5-bis(benzyloxy)-2-bromobenzyl)bromotriphenylphosphorane and 3-benzyloxy-6-bromo-2-hydroxybenzaldehyde. In this research, benzyl groups were used for protection of hydroxyl groups. The Wittig reaction and Ullmann condensation were used to construct the dibenzooxepine skeleton in tournefolic acid B moiety. The Heck reaction was used for coupling acrylic acid moiety to dibenzooxepine skeleton. The stereochemistry of danshensu moiety was established by Sharpless asymmetric dihydroxylation.
    显示于类别:[化學系所] 博碩士論文

    文件中的档案:

    档案 描述 大小格式浏览次数
    index.html0KbHTML140检视/开启


    检视Licence

    在CCUR中所有的数据项都受到原著作权保护.

    DSpace Software Copyright © 2002-2004  MIT &  Hewlett-Packard  /   Enhanced by   NTU Library IR team Copyright ©   - 回馈