Chin. J. Org. Chem. ›› 2015, Vol. 35 ›› Issue (5): 1075-1080.DOI: 10.6023/cjoc201410035 Previous Articles     Next Articles



王红梅a, 郭树兵b, 胡扬根a,c, 曾小华a, 杨光义a,c   

  1. a 武当特色中药研究湖北省重点实验室 湖北医药学院医学化学研究所 十堰 442000;
    b 湖北医药学院图书馆 十堰 442000;
    c 湖北医药学院附属太和医院药学部 十堰 442000
  • 收稿日期:2014-10-24 修回日期:2015-12-15 发布日期:2015-01-05
  • 通讯作者: 胡扬根, 杨光义;
  • 基金资助:


Synthesis and Antitumor Activity of Some Novel 5,6,7,8-Tetrahydro- benzo-thieno[2,3-d]pyrimidin-4(3H)-one Derivatives

Wang Hongmeia, Guo Shubingb, Hu Yanggena,c, Zeng Xiaohuaa, Yang Guangyia,c   

  1. a Hubei Key Laboratory of Wudang Local Chinese Medicine Research and Institute of Medicinal Chemistry, Hubei University of Medicine, Shiyan 442000;
    b The Library of Hubei University of Medicine, Shiyan 442000;
    c Department of Pharmacy, Taihe Hospital of Hubei University of Medicine, Shiyan 442000
  • Received:2014-10-24 Revised:2015-12-15 Published:2015-01-05
  • Supported by:

    Project supported by the Natural Science Foundation of Hubei Province (No.2011CDC006), the Fund of Hubei 2011 Cooperative Innovation Center (No.2011JH-2014CXTT07) and the Science and Technology Innovation team Project of Hubei University of Medicine (Nos.2011CXX03, 2009QDJ15, 2014XKJSXJ06).

The aza-Wittig reaction of iminophosphorane 2 with alkyl isocyanates gave carbodiimides 3, which were allowed to react with various nucleophilic reagents under mild condition in satisfactory yields to prepare a novel series of 5,6,7,8-tetrahydrobenzothieno[2,3-d]pyrimidin-4(3H)-one derivatives. The structures of these compounds were confirmed by 1H NMR, IR, MS and elemental analysis. The in vitro antitumor activities of compounds were analyzed with 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazo-liumbromide (MTT) standard method, 5d stood out as the most potent showing an IC50 of 19.0 μmol/L against human tumor cell lines (KB).

Key words: aza-Wittig reaction, thieno[2,3-d]pyrimidin-4(3H)-ones, synthesis, antitumor