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2012 , Vol. 32 >Issue 06: 1116 - 1120

DOI: https://doi.org/10.6023/cjoc1109042

研究简报

氮杂Brazilin/二芳基茚杂合物的合成研究

  • 潘成学 ,
  • 关一富 ,
  • 张洪彬
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  • a 云南大学化学科学与工程学院 教育部自然资源药物化学重点实验室 昆明 650091;
    b 广西师范大学化学化工学院 药用资源化学与药物分子工程国家重点实验室培育基地 桂林 541004

收稿日期: 2011-09-04

  修回日期: 2012-03-01

  网络出版日期: 2012-03-18

基金资助

国家973 重大基础研究计划子项目(No. 2009CB522300)资助项目.

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Synthesis of Aza-brazilin/diarylindan-Based Hybrid

  • Pan Chengxue ,
  • Guan Yifu ,
  • Zhang Hongbin
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  • a Key Laboratory of Medicinal Chemistry for Natural Resource, Ministry of Education, Yunnan University, Kunming 650091;
    b State Key Laboratory Cultivation Base for the Chemistry and Molecular Engineering of Medicinal Resources, Guangxi Normal University, Guilin 541004

Received date: 2011-09-04

  Revised date: 2012-03-01

  Online published: 2012-03-18

Supported by

Project supported by the National Basic Research Program of China (973 Program, No. 2009CB522300).

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摘要

天然产物在药物化学中具有非常重要的地位, 天然产物杂合物的设计合成, 可以为药物筛选提供数目更多、结构更多样化的生物活性分子, 是发现更多的新药先导化合物的一条非常重要的途径. 以邻苯二甲醚为原料, 经傅克酰基化、酮酯缩合、Knoevenagel 缩合、Nazarov 环化、酮酸酯的胺解、1,3-二羰基化合物的α-羟基化、酮羰基和酰胺的还原及分子内的傅克环化共9 步反应, 合成了氮杂brazilin (Aza-brazilin)与1,3-二芳基茚类化合物的一个杂合物.

关键词： 氮杂brazilin; 天然产物杂合物; 1,3-二芳基茚; 合成

本文引用格式

潘成学 , 关一富 , 张洪彬 . 氮杂Brazilin/二芳基茚杂合物的合成研究[J]. 有机化学, 2012 , 32(06) : 1116 -1120 . DOI: 10.6023/cjoc1109042

Abstract

Natural products play the most important role in the development of drugs. The design and synthesis of natural products hybrids seem to be a promising approach to increase the number and the diversity of compounds for pharmacological testing and were expected to disclose an avenue toward the development of valuable leads for medicinal applications. In this paper the synthesis of an aza-brazilin/1,3-diarylindan-based hybrid starting from 1,2-dimethoxy-benzene was reported. The synthesis finished in 9 steps including Friedel-Crafts acylation, Claisen condensation, Knoevenagel condensation, Nazarov cyclization, aminolysis of β-keto esters, α-hydroxylation of β-dicarbonyl compounds, reduction of ketone, amide and the intra- molecular Friedel-Crafts cyclization reaction.

Key words： aza-brazilin; natural products hybrid; 1,3-diarylindan; synthesis

参考文献

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