Chin. J. Org. Chem. ›› 2011, Vol. 31 ›› Issue (01): 110-114. Previous Articles     Next Articles

Notes

2-(4-β-D-吡喃阿洛糖苷-苯基)-5-取代芳基-1,3,4-噁二唑的合成及镇静活性研究

李家林,樊波,罗华玲,李颖,尹述凡   

  1. (四川大学化学学院 成都 610064)
  • 收稿日期:2010-03-16 修回日期:2010-06-20 发布日期:2010-08-10
  • 通讯作者: 尹述凡 E-mail:chuandayouji217@163.com;;

Synthesis and Calm Activity of 2-(4-β-D-Allopyranosyloxyphenyl)- 5-substitutedaryl-1,3,4-oxadiazoles

LI Jia-Lin, FAN Bo, LUO Hua-Ling, LI Ying, YIN Shu-Fan   

  1. (Faculty of Chemistry, Sichuan University, Chengdu 610064)
  • Received:2010-03-16 Revised:2010-06-20 Published:2010-08-10

A series of novel helicid derivatives containing 1,3,4-oxadiazole 3a~3g were successfully synthesized from the intermediates aryl-3-carbonyl (4-β-D-allopyranoside-yl)-benzaldehyde hydrazone derivatives (2a~2g), which prepared starting from helicid. The new compounds were characterized by 1H NMR, IR and HR-MS spectra. The sedative-hypnotic activities of the target compounds 3a~3g were evaluated by testing the spontaneous locomotor activity in mice. All of the derivatives produced moderate to high activities. In particularly, compound 3c presented the most potent sedative-hypnotic effect in comparison to the other derivatives, and compounds 3a and 3f also showed potent activities.

Key words: helicid, calm activity, 1,3,4-oxadiazole, synthesis, cyclization