Synthesis and structural characterization of derivatives of 2- and 3-benzo[b]furan carboxylic acids with potential cytotoxic activity

Farmaco (Societa chimica italiana : 1989) Pub Date : 2005-06-01 DOI:10.1016/j.farmac.2005.05.005

Jerzy Kossakowski , Kinga Ostrowska , Elżbieta Hejchman , Irena Wolska

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引用次数: 26

Abstract

Derivatives of 2- and 3-benzo[b]furancarboxylic acids were prepared and evaluated for their cytotoxic potential in the National Cancer Institute, Bethesda, USA. Six compounds: 7-acetyl-6-hydroxy-3-methyl-2-benzofurancarboxylic acid (2), 6-hydroxy-7-(p-methoxycinnamoyl)-3-methyl-2-benzofurancarboxylic acid (4), 5-bromo-7-hydroxy-6-methoxy-2-benzofurancarboxylic acid methyl ester (6a), 6-acetyl-5-(O-ethyl-2′-diethylamino)-2-methyl-3-benzofurancarboxylic acid methyl ester (1f), 6-(O-ethyl-2′-diethylamino)-7-p-methoxycinnamoyl)-3-methyl-2-benzofurancarboxylic acid methyl ester hydrochloride (4b), 5-bromo-7-(O-ethyl-2′-diethylamino)-6-methoxy-2-benzofurancarboxylic acid methyl ester (6b) showed significant cytotoxic activities against human cancer cell lines. In addition the crystal structures of 7-methoxy-2-benzofurancarboxylic acid methyl ester (7a) has been solved by X-ray structure analysis of single crystals.

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具有潜在细胞毒性活性的2-和3-苯并[b]呋喃羧酸衍生物的合成和结构表征

在美国Bethesda的国家癌症研究所制备了2-和3-苯并[b]呋喃羧酸衍生物，并对其细胞毒性进行了评估。6个化合物:7-乙酰基-6-羟基-3-甲基-2-苯并呋喃羧酸(2)、6-羟基-7-(对甲氧基肉桂基)-3-甲基-2-苯并呋喃羧酸(4)、5-溴-7-羟基-6-甲氧基-2-苯并呋喃羧酸甲酯(6a)、6-乙酰基-5-(o-乙基-2 ' -二乙基氨基)-2-甲基-3-苯并呋喃羧酸甲酯(1f)、6-(o-乙基-2 ' -二乙基氨基)-7-对甲氧基肉桂基)-3-甲基-2-苯并呋喃羧酸甲酯盐酸盐(4b)、5-溴-7-(o-乙基-2 ' -二乙胺)-6-甲氧基-2-苯并呋喃羧酸甲酯(6b)对人癌细胞具有显著的细胞毒活性。另外，通过单晶x射线结构分析，对7-甲氧基-2-苯并呋喃羧酸甲酯(7a)的晶体结构进行了解析。

本文章由计算机程序翻译，如有差异，请以英文原文为准。

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Farmaco (Societa chimica italiana : 1989)

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