Chin. J. Org. Chem. ›› 2009, Vol. 29 ›› Issue (11): 1790-1798. Previous Articles     Next Articles

Reviews

4-[3-(4-溴苯基)-3-氧代-1-芳基丙氨基]-N-(嘧啶-2-基)苯磺酰胺的合成及其α-葡萄糖苷酶抑制活性初步研究

唐雪梅   晏菊芳b     张映霞    张蔚瑜b     苏小燕a      陈欣b      周祖文a       杨大成*,a   

  1. (a西南大学化学化工学院 重庆 400715) (b成都地奥制药集团有限公司药物筛选中心 成都 610041)
  • 收稿日期:2009-03-27 修回日期:2009-05-26 发布日期:2009-06-16
  • 通讯作者: 杨大成 E-mail:hxydc@swu.edu.cn

Synthesis and Preliminary Study on α-Glucosidase Inhibitory Activity of 4-[3-(4-Bromophenyl)-3-oxo-1-arylpropylamino]-N-(pyrimidin-2-yl)benzenesulfonamide

Tang, Xuemei    Yan, Jufangb      Zhang, Yingxia       Zhang, Weiyub       Su, Xiaoyan     Chen, Xinb       Zhou, Zuwena       Yang, Dacheng*,a   

  1. (a School of Chemistry and Chemical Engineering, Southwest University, Chongqing 400715) (b Drug Screening Center, Chengdu Di Ao Pharmaceutical Group Limited Company, Chengdu 610041)
  • Received:2009-03-27 Revised:2009-05-26 Published:2009-06-16

To explore novel antidiabetic drugs with high efficacy and low toxicity, sixteen new β-amino ketones containing a sulfadiazine moiety have been synthesized through Mannich reaction of sulfadiazine with p-bromoacetophenone and some aromatic aldehydes in the yields of 10.0%~80.1%. Their chemical structures have been confirmed by IR, 1H NMR, 13C NMR, ESI-MS and HRMS techniques. The preliminary α-glucosidase inhibitory activity bioassay of these compounds indicated that some compounds displayed α-glucosidase inhibitory activity in the low concentration range of 8.1~9.3 nmol•mL-1.

Key words: sulfadiazine, Mannich base, α-glucosidase inhibitor, diabetes mellitus, β-amino ketone