1-乙酰基-5-取代吲哚啉类化合物的合成及生物活性

高等学校化学学报 ›› 2010, Vol. 31 ›› Issue (5): 970.

1-乙酰基-5-取代吲哚啉类化合物的合成及生物活性

陈国华¹, 罗小川¹, 张江波¹, 黄文龙²

1. 中国药科大学药物化学教研室,
2. 新药研究中心, 南京 210009

收稿日期:2009-06-30 出版日期:2010-05-10 发布日期:2010-05-10
通讯作者: 陈国华, 男, 博士, 副研究员, 主要从事杂环新药的设计合成研究. E-mail: cgh63@163.com

Synthesis and Biological Activities of 1-Acetyl-5-substituted Indoline Compounds

CHEN Guo-Hua^1*, LUO Xiao-Chuan¹, ZHANG Jiang-Bo¹, HUANG Wen-Long²

1. Department of Medicinal Chemistry,
2. Center of Drug Discovery, China Pharmaceutical University, Nanjing 210009, China

Received:2009-06-30 Online:2010-05-10 Published:2010-05-10
Contact: CHEN Guo-Hua. E-mail: cgh63@163.com

摘要/Abstract

摘要：

根据拼合原理, 以1-乙酰基吲哚啉为起始原料, 设计合成了1-乙酰基-5-{2-[4-(取代苯氧基乙基)-1-哌嗪基]烷基}吲哚啉和1-乙酰基-5-[2-(4-取代苯基-1-哌嗪基)烷基]吲哚啉两类化合物, 所有目标化合物结构均经核磁共振氢谱、元素分析、红外光谱及质谱确证. 初步生物活性测试结果表明, 所有目标化合物均具有一定的α₁-AR拮抗活性.

关键词: 吲哚啉; 取代苯基哌嗪; 取代苯氧基乙基哌嗪; 良性前列腺增生; α1-肾上腺素受体

Abstract:

As benign prostate hyperplasia(BPH) is a common disease in elderly men, it is urgent to find new α₁-adrenoceptor(AR) antagonists, the first choice for the therapy of BPH. On the basis of hybridization principle with 1-acetylindoline as the starting compound, two series of indoline derivatives 1-acetyl-5-{2-[4-(substituted phenoxy)ethyl]piperazin-1-yl}alkyl indoline and 1-acetyl-5-{2-[4-(substituted phenyl)piperazin-1-yl]alkyl} indoline were designed and synthesized. The structures of the target compounds were confirmed by ¹H NMR, elemental analysis, IR and MS. Preliminary pharmacological test show all the target compounds exhibit certain antagonism of α₁-AR. Compounds 9h and 12l perform better than piperazine, and are worth of further research.

Key words: Indoline; 1-(Substituted phenyl)piperazine; 1-[2-(Substituted phenoxy)ethyl]piperazine; Benign prostatic hyperplasia; α1-Adrenoceptor

TrendMD:

陈国华, 罗小川, 张江波, 黄文龙. 1-乙酰基-5-取代吲哚啉类化合物的合成及生物活性. 高等学校化学学报, 2010, 31(5): 970.

CHEN Guo-Hua*, LUO Xiao-Chuan, ZHANG Jiang-Bo, HUANG Wen-Long. Synthesis and Biological Activities of 1-Acetyl-5-substituted Indoline Compounds. Chem. J. Chinese Universities, 2010, 31(5): 970.

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