5-羟基-4'-硝基-7-取代苄氧基-异黄酮的合成及抗肿瘤活性
投稿时间:2012-04-22  修订日期:2012-07-23  点此下载全文
引用本文:王晓华,王巍,刘超美.5-羟基-4'-硝基-7-取代苄氧基-异黄酮的合成及抗肿瘤活性[J].药学实践杂志,2012,30(6):427~429
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作者单位E-mail
王晓华 解放军第202医院, 辽宁 沈阳 110003  
王巍 解放军第455医院, 上海 200052 krick1998@yahoo.com.cn 
刘超美 第二军医大学药学院有机化学教研室, 上海 200433  
中文摘要:目的 设计合成7-取代苄氧基-5-羟基-4'-硝基金雀异黄素衍生物,并进行体外抗肿瘤活性测试。方法 以氯苄为起始原料,经取代、硝化、Friedel-Crafts反应、环合和苄基化得到目标化合物。结果 合成了2类重要中间体:4' -硝基脱氧安息香和4'-硝基金雀异黄素和7个目标化合物,并经元素分析和1H NMR确证其结构。结论 7位羟基引入苄基不能提高该类化合物的抗肿瘤活性。
中文关键词:异黄酮  金雀异黄素  化学合成  抗肿瘤活性
 
Synthesis and antitumor activities of 5-hydroxy-4'-nitro-7-substituted benzyloxy-isoflavone
Abstract:Objective To design and synthesize genistein's derivatives:5-hydroxy-4'-nitro-7 -substituted benzyloxo-isoflavones and evaluate the antitumor effects in vitro. Methods Benzyl chloride was used as the starting reagent, to obtain title compounds by multi-step reaction:substitution, nitration, Friedel-Crafts reaction, cyclation reaction and benzylation. Results Two important intermediates:4'-nitrodeoxybenzoin and 4'-nitrogenistein and seven title compounds were synthesized, which had been identified by elemental analysis and 1H NMR.Conclusion Introduction of simple substituted benzyl group to 7-posion hydroxy could not enhance the antitumor effects of this type of compounds.
keywords:isoflavone  genistein  chemical synthesis  antitumor activity
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