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[1]董志兵,王 涛.一种四氢吡咯并吲哚化合物的合成及表征[J].武汉工程大学学报,2017,39(02):103-107.[doi:10. 3969/j. issn. 1674?2869. 2017. 02. 001]
 DONG Zhibing,WANG Tao.Synthesis and Characterization of a Novel Pyrroloindoline Compound[J].Journal of Wuhan Institute of Technology,2017,39(02):103-107.[doi:10. 3969/j. issn. 1674?2869. 2017. 02. 001]
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一种四氢吡咯并吲哚化合物的合成及表征(/HTML)
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《武汉工程大学学报》[ISSN:1674-2869/CN:42-1779/TQ]

卷:
39
期数:
2017年02期
页码:
103-107
栏目:
化学与化学工程
出版日期:
2017-05-04

文章信息/Info

Title:
Synthesis and Characterization of a Novel Pyrroloindoline Compound
作者:
董志兵王 涛
武汉工程大学化学与环境工程学院,湖北 武汉
Author(s):
DONG Zhibing WANG Tao
School of Chemistry and Environmental Engineering,Wuhan Institute of Technology,Wuhan
关键词:
四氢吡咯并吲哚缩合色胺吲哚乙酸
Keywords:
tetrahydropyrroloindolinecondensationtryptamine indole-3-acetic acid.
分类号:
O621
DOI:
10. 3969/j. issn. 1674?2869. 2017. 02. 001
文献标志码:
A
摘要:
四氢吡咯并吲哚骨架类生物碱由于其结构复杂性和显著的生物活性,引起了化学家、生物学家的广泛关注,同时,具有该核心单元(四氢吡咯并吲哚)的药物在临床治疗中也有一定的应用价值,因此,四氢吡咯并吲哚骨架的天然产物及其衍生物的合成近年来已成为药物化学研究领域的热点之一. 报道了一种四氢吡咯并吲哚衍生物的合成途径:以色胺为起始原料,依次经过氨基的二碳酸二叔丁酯上保护、二氯二氰基苯醌氧、脱保护酸化、和吲哚乙酸缩合、在三氟乙酸中质子化加成,得到一种新的四氢吡咯并吲哚化合物,经过核磁共振氢谱和碳谱、高分辨质谱检测,确定了其结构.
Abstract:
Alkaloids containing a pyrroloindoline unit attract extensive attention of chemists and biologists for their structural complexity and significant biological properties, and chemicals bearing pyrroloindoline skeleton were applied in clinical treatment. Thus, the synthesis of natural products bearing pyrroloindoline unit and their derivatives is a hot topic in medicinal chemistry for recent years. Hereby, we reported a synthetic method for the preparation of this novel compound which contains pyrroloindoline unit. Starting from tryptamine, then subsequently by di-tert-butylpyrocarbonate protection of amino group, oxidation by using 2,3-dicyano-5,6-dichlorobenzoquinone, deprotection of the amino and acidification, condensation with indole-3-acetic acid,cyclization in trifluoroacetic acid,the desired product was furnished with good yield, and the structure of the target molecule is confirmed by1H NMR, 13C NMR and high resolution mass spectrometry.

参考文献/References:

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备注/Memo:
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更新日期/Last Update: 2017-04-25