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有机化学
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有机化学 ›› 2009, Vol. 29 ›› Issue (04): 606-613. 上一篇    下一篇

研究论文

4-(1-芳基-3-烃基-3-氧代丙胺基)-N-(5-甲基-3-异噁唑基)苯磺酰胺的 合成与抗糖尿病活性的初步研究

宋小礼 ; 晏菊芳; 范 莉; 陈 欣;
许 荩; 周祖文; 杨大成*
  

  1. (a西南大学化学化工学院 重庆 400715)
    (b成都地奥制药集团药物筛选中心 成都 610041)
  • 收稿日期:2008-08-26 修回日期:2008-12-02 发布日期:2009-04-20
  • 通讯作者: 杨大成

Synthesis and Preliminary Evaluation of Antidiabetic Activity of 4-(1-Aryl-3-aryl/arylalkyl-3-oxopropylamino)-N-(5-methyl- 3-isoxazolyl)benzene Sulfonamide

Song, Xiaoli ; Yan, Jufang; Fan, Li; Chen, Xin;
Xu, Jin ; Zhou, Zuwen; Yang, Dacheng*
  

  1. (a School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715)
    (b Research and Development, Chengdu Diao Pharmaceutical Group Co. Ltd, Chengdu 610041)
  • Received:2008-08-26 Revised:2008-12-02 Published:2009-04-20
  • Contact: Yang, Dacheng

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被引次数

22 | 3

为寻找新型高效低毒的过氧化物酶体增殖物激活受体(PPAR)激动剂, 通过Mannich反应一步合成了13个含有磺胺甲噁唑结构单元的未见报道的β-氨基酮衍生物, 收率为39.8%～92.5%. 化合物的结构通过IR, 1H NMR, 13C NMR, ESI MS和HRMS表征. 生物活性测试结果表明, 化合物1a能够显著激活PPAR反应元件. 文中还对合成反应条件及化合物结构-活性关系进行了初步讨论.

关键词: 过氧化物酶体增殖物激活受体, 糖尿病, Mannich反应, 磺胺甲噁唑, β-氨基酮衍生物

To explore novel peroxisome proliferator-activated receptor (PPAR) agonists with high efficacy and low toxicity, thirteen new β-amino ketone derivatives containing a sulfamethoxazole moiety were synthesized directly through Mannich reaction in the yields of 39.8%～92.5%. Their structures were characterized by IR, 1H NMR, 13C NMR, ESI MS and HRMS techniques. The preliminary bioassay showed that compound 1a could activate PPAR response element obviously. The reaction conditions and the structure-activity relationship of these compounds were also discussed.

Key words: PPAR, Mannich reaction, β-amino ketone derivative, diabetes mellitus, sulfamethoxazole