Jerzy Kossakowski , Kinga Ostrowska , Elżbieta Hejchman , Irena Wolska
{"title":"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","authors":"Jerzy Kossakowski , Kinga Ostrowska , Elżbieta Hejchman , Irena Wolska","doi":"10.1016/j.farmac.2005.05.005","DOIUrl":null,"url":null,"abstract":"<div><p>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 (<strong>2</strong>), 6-hydroxy-7-(<em>p</em>-methoxycinnamoyl)-3-methyl-2-benzofurancarboxylic acid (<strong>4</strong>), 5-bromo-7-hydroxy-6-methoxy-2-benzofurancarboxylic acid methyl ester (<strong>6a</strong>), 6-acetyl-5-(<em>O</em>-ethyl-2′-diethylamino)-2-methyl-3-benzofurancarboxylic acid methyl ester (<strong>1f</strong>), 6-(<em>O</em>-ethyl-2′-diethylamino)-7-<em>p</em>-methoxycinnamoyl)-3-methyl-2-benzofurancarboxylic acid methyl ester hydrochloride (<strong>4b</strong>), 5-bromo-7-(<em>O</em>-ethyl-2′-diethylamino)-6-methoxy-2-benzofurancarboxylic acid methyl ester (<strong>6b</strong>) showed significant cytotoxic activities against human cancer cell lines. In addition the crystal structures of 7-methoxy-2-benzofurancarboxylic acid methyl ester (<strong>7a</strong>) has been solved by X-ray structure analysis of single crystals.</p></div>","PeriodicalId":77128,"journal":{"name":"Farmaco (Societa chimica italiana : 1989)","volume":"60 6","pages":"Pages 519-527"},"PeriodicalIF":0.0000,"publicationDate":"2005-06-01","publicationTypes":"Journal Article","fieldsOfStudy":null,"isOpenAccess":false,"openAccessPdf":"https://sci-hub-pdf.com/10.1016/j.farmac.2005.05.005","citationCount":"26","resultStr":"{\"title\":\"Synthesis and structural characterization of derivatives of 2- and 3-benzo[b]furan carboxylic acids with potential cytotoxic activity\",\"authors\":\"Jerzy Kossakowski , Kinga Ostrowska , Elżbieta Hejchman , Irena Wolska\",\"doi\":\"10.1016/j.farmac.2005.05.005\",\"DOIUrl\":null,\"url\":null,\"abstract\":\"<div><p>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 (<strong>2</strong>), 6-hydroxy-7-(<em>p</em>-methoxycinnamoyl)-3-methyl-2-benzofurancarboxylic acid (<strong>4</strong>), 5-bromo-7-hydroxy-6-methoxy-2-benzofurancarboxylic acid methyl ester (<strong>6a</strong>), 6-acetyl-5-(<em>O</em>-ethyl-2′-diethylamino)-2-methyl-3-benzofurancarboxylic acid methyl ester (<strong>1f</strong>), 6-(<em>O</em>-ethyl-2′-diethylamino)-7-<em>p</em>-methoxycinnamoyl)-3-methyl-2-benzofurancarboxylic acid methyl ester hydrochloride (<strong>4b</strong>), 5-bromo-7-(<em>O</em>-ethyl-2′-diethylamino)-6-methoxy-2-benzofurancarboxylic acid methyl ester (<strong>6b</strong>) showed significant cytotoxic activities against human cancer cell lines. In addition the crystal structures of 7-methoxy-2-benzofurancarboxylic acid methyl ester (<strong>7a</strong>) has been solved by X-ray structure analysis of single crystals.</p></div>\",\"PeriodicalId\":77128,\"journal\":{\"name\":\"Farmaco (Societa chimica italiana : 1989)\",\"volume\":\"60 6\",\"pages\":\"Pages 519-527\"},\"PeriodicalIF\":0.0000,\"publicationDate\":\"2005-06-01\",\"publicationTypes\":\"Journal Article\",\"fieldsOfStudy\":null,\"isOpenAccess\":false,\"openAccessPdf\":\"https://sci-hub-pdf.com/10.1016/j.farmac.2005.05.005\",\"citationCount\":\"26\",\"resultStr\":null,\"platform\":\"Semanticscholar\",\"paperid\":null,\"PeriodicalName\":\"Farmaco (Societa chimica italiana : 1989)\",\"FirstCategoryId\":\"1085\",\"ListUrlMain\":\"https://www.sciencedirect.com/science/article/pii/S0014827X05001126\",\"RegionNum\":0,\"RegionCategory\":null,\"ArticlePicture\":[],\"TitleCN\":null,\"AbstractTextCN\":null,\"PMCID\":null,\"EPubDate\":\"\",\"PubModel\":\"\",\"JCR\":\"\",\"JCRName\":\"\",\"Score\":null,\"Total\":0}","platform":"Semanticscholar","paperid":null,"PeriodicalName":"Farmaco (Societa chimica italiana : 1989)","FirstCategoryId":"1085","ListUrlMain":"https://www.sciencedirect.com/science/article/pii/S0014827X05001126","RegionNum":0,"RegionCategory":null,"ArticlePicture":[],"TitleCN":null,"AbstractTextCN":null,"PMCID":null,"EPubDate":"","PubModel":"","JCR":"","JCRName":"","Score":null,"Total":0}
Synthesis and structural characterization of derivatives of 2- and 3-benzo[b]furan carboxylic acids with potential cytotoxic activity
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.