有机化学 ›› 2014, Vol. 34 ›› Issue (11): 2362-2369.DOI: 10.6023/cjoc201405018 上一篇    下一篇

研究简报

新型四氢苯并[4,5]噻吩并[2,3-d]嘧啶酮衍生物的合成及其抗肿瘤活性

陈玉a, 柏舜a, 贺红武b, 杨光忠c   

  1. a 中南民族大学化学与材料科学学院 武汉 430074;
    b 华中师范大学化学学院 武汉 430079;
    c 中南民族大学药学院 武汉 430074
  • 收稿日期:2014-05-12 修回日期:2014-06-17 出版日期:2014-11-25 发布日期:2014-07-03
  • 通讯作者: 杨光忠,yanggz888@126.com E-mail:yanggz888@126.com
  • 基金资助:

    中央高校基本科研业务费专项资金(No.CZY13004)资助项目.

Synthesis and Antitumor Activity Evaluation of Novel Tetrahydro-[4,5]benzothieno[2,3-d]pyrimidinone Derivatives

Chen Yua, Bai Shuna, He Hongwub, Yang Guangzhongc   

  1. a College of Chemistry and Materials Science, South-Central University for Nationalities, Wuhan 430074;
    b College of Chemistry, Central China Normal University, Wuhan 430079;
    c College of Pharmacy, South-Central University for Nationalities, Wuhan 430074
  • Received:2014-05-12 Revised:2014-06-17 Online:2014-11-25 Published:2014-07-03
  • Supported by:

    Project supported by the Special Fund for Basic Scientific Research of Central Colleges, South-Central University for Nationalities (No.CZY13004).

以环己酮为原料, 利用Gewald反应合成了6个3-烷基-5,6,7,8-四氢苯并[4,5]噻吩并[2,3-d]嘧啶-4-酮衍生物和17个3-亚苄基胺基四氢苯并[4,5]噻吩并[2,3-d]嘧啶-4-酮衍生物, 通过1H NMR、13C NMR、IR和MS对所合成的化合物进行了结构表征, 并对所合成化合物进行了抗肿瘤活性的筛选. 结果表明4个化合物对人鼻咽癌细胞株(KB)和鼻咽鳞癌细胞株(CNE2)两种肿瘤细胞株表现出一定程度的抑制活性.

关键词: 噻吩并[2,3-d]嘧啶酮衍生物, 抗肿瘤活性, Gewald反应

Six 3-alkyl-5,6,7,8-tetrahydro[4,5]benzothieno[2,3-d]pyrimidin-4-one derivatives and seventeen 3-benzylidene- aminotetrahydrobenzo[4,5]thieno[2,3-d]pyrimidin-4-one derivatives have been designed and synthesized via Gewald reaction under mild condition. The structures of synthesized compounds were characterized by 1H NMR, 13C NMR, IR and MS. Their antitumor activities were evaluated against human nasopharyngeal carcinoma (KB) and human nasopharyngeal carcinoma (CNE2) cell lines in vitro. These results revealed that four tested compounds showed moderate antitumor activities.

Key words: thieno[2,3-d]pyrimidinone derivatives, antitumor activity, Gewald reaction