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2,2-二甲基苯并吡喃类衍生物的合成
引用本文:戴文,曲宁宁,包雪飞,陈国良. 2,2-二甲基苯并吡喃类衍生物的合成[J]. 中国药物化学杂志, 2012, 22(3): 196-200
作者姓名:戴文  曲宁宁  包雪飞  陈国良
作者单位:1.沈阳药科大学基于靶点的药物设计与评价教育部重点实验室 辽宁 沈阳 110016; ;2.抚顺北站大药房 辽宁 抚顺 113006
摘    要:目的 设计合成一系列苯并吡喃类衍生物。方法 以2-甲基-丁-3-炔-2-醇为起始原料,经氯代、Williamson 成醚、环合、Aldol 缩合4步反应得到目标化合物。结果与结论 合成了16个未见文献报道的新化合物,其结构经1H-NMR 和 MS 谱确定。所有目标化合物的抗肿瘤活性测试正在进行中。

关 键 词:苯并吡喃衍生物;合成;抗肿瘤活性
收稿时间:2011-11-09
修稿时间:2012-03-16

Synthesis of 2,2-dimethyl benzopyran derivatives
DAI Wen,QU Ning-ning,BAO Xue-fei,CHEN Guo-liang. Synthesis of 2,2-dimethyl benzopyran derivatives[J]. Chinese Journal of Medicinal Chemistry, 2012, 22(3): 196-200
Authors:DAI Wen  QU Ning-ning  BAO Xue-fei  CHEN Guo-liang
Affiliation:1. Key Laboratory of Structure Based Drug Design & Discovery, Ministry of Education, Shenyang Pharmaceutical University ,Shenyang 110016, China; 2. Fushun North Station Pharmacy, Fushun 113006, China
Abstract:2,2-dimethyl benzopyran derivatives, derived from natural products and with a lot of bioactivities including antitumor, smooth muscle relaxation etc., is a good lead compound of antitumor, because of its excellent bioactivities, relative simple molecular structure. So sixteen novel target compounds (Compd.1a-1p) were designed and synthesized. Treatment of 2-methylbut-3-yn-2-ol with concentrated hydrochloric acid gave 3-chloro-3-methylbut-1-yne, which was reacted with 4-hydroxybenzaldehyde and followed by cyclization to afford 2,2-dimethyl-2H-chromene-6-carbaldehyde. The target compounds were obtained by the reaction of 2,2-dimethyl-2H-chromene-6-carbaldehyde with the corresponding substituted ketone, and their structures were confirmed by 1H-NMR and ESI-MS.
Keywords:benzopyran derivatives  synthesis  antitumor activity
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