3-(4-β-D-吡喃阿洛糖苷苯基)-4-胺羰基-5-甲氧羰基异噁唑衍生物的合成及其镇静活性的研究  

Synthesis and Calm Activity of 3-(4-β-D-Allopyranosyloxy-phenyl)-4- [(un)substituted anilinocarbonyl]-5-methoxycarbonyl-isoxazoline Derivatives

作　　者：胡翠[1] 杨鸿均[1] 李颖[1] 尹述凡[1] 

机构地区：[1]四川大学化学学院,成都610064

出　　处：《有机化学》2009年第1期89-93,共5页Chinese Journal of Organic Chemistry

摘　　要：4-(β-D-吡喃阿洛糖苷)-α-氯代苯甲醛肟与N-芳基马来酰亚胺在三乙胺作用下,以甲醇为溶剂,通过1,3-偶极环加成,合成了一系列未见文献报道的3-(4-β-D-吡喃阿洛糖苷苯基)-4-胺羰基-5-甲氧羰基异噁唑衍生物;其结构经1HNMR,IR,MS(HRMS)加以确证.并对4a～4h和5a进行了药理活性筛选,结果表明,部分化合物具有良好的镇静活性.其中,化合物4b(200mg?kg-1),4c(200mg?kg-1),4h(200mg?kg-1),与豆腐果苷相比较具有更强的活性.A series of new 3-（4-β-D-allopyranosyloxyphenyl）-4-[（un）substituteO anmnocaroonyl]-5-methoxycarbonyl-isoxazoline derivatives have been synthesized by the condensation between 4-β-D-allopyranosyloxy-a-chloro-benzaldehydeoxime and N-[（un）substituted phenyllmaleimides with triethylamine in the methanol through a 1,3-dipolar cycloaddition reaction. The structures of all the new compounds were established by ^1H NMR, IR, and MS （HRMS） techniques. The preliminary bioassay test of 4a-4h and 5a suggested that some of these compounds should show good calm activity. For example, compounds 4b （200 mg·kg^-1）, 4c （200 mg·kg^-1） and 4h （200 mg·kg^-1） were better than the parent helicid.

关 键 词：豆腐果苷 1 3-偶极环加成 异噁唑 合成 

分 类 号：O626.2[理学—有机化学]