摘要
以4-苄氧基苯肼盐酸盐及6-氧代庚酸乙酯为原料,经Fischer吲哚环合、还原、酰胺化及水解等步骤得到7个目标化合物。目标化合物的结构均经高分辨质谱、核磁共振氢谱及碳谱确证。采用人肝癌Hep G2细胞来评价所合成目标化合物的体外降糖活性。结果表明,目标化合物均具有一定的降糖活性。其中,4-(5-苄氧基-1-(4-甲磺酰基苯甲酰基)-2-甲基-2,3-二氢-吲哚-3-基)丁酸的降糖活性强于阳性对照二甲双胍,但略微弱于先导化合物GY3。为后续衍生物的设计与合成提供了新思路。
Starting from ethyl 6-oxoheptanoate and (4-(benzyloxy ) phenyl) hydrazine hydrochloride,the target compounds were synthesized.All the target compounds were confirmed by high resolution mass spectrometer (HR-MS) and nuclear magnetic resonance (NMR) H and C spectrum.The in vitro hypoglycemic assay in HepG2 cell lines showed that all the target compounds exhibited certain glucose consumption activity.Among of which,4-(5-(benzyloxy)-2-methyl-1-(4-(methylsulfonyl) benzoyl) indolin-3-yl) butanoic acid (Id) showed the most potent hypoglycemic activity,but it was less potent than lead compound GY3 yet,which was provided reference for further structural modification.
作者
张吉泉
杜瑶
王兴兰
文林静
马晓
汤磊
ZHANG Ji-quan;DU Yao;WANG Xing-lan;WEN Lin-jing;MA Xiao;TANG Lei(College of Pharmacy,Guizhou Medical University,Guiyang 550004,China;Engineering Technology Research Center for Chemical Drug R&D,Guizhou Medical University,Guiyang 550004,China)
出处
《化学试剂》
CAS
北大核心
2019年第4期360-364,共5页
Chemical Reagents
基金
贵州省化学合成药物研发利用工程技术研究中心平台项目(黔科合[2016]平台人才5402)
贵州省科技支撑项目(黔科合[2016]支撑2819)
贵州省高等学校大学生创新训练计划项目(2018520355)
贵阳市科技基金项目(筑科合[2017]30-28号)
关键词
吲哚
降糖活性
腺苷酸活化蛋白激酶
合成
indole
hypoglycemic activity
AMP-activated protein kinase
synthesis
