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Chin. J. Org. Chem. ›› 2007, Vol. 27 ›› Issue (9): 1150-1154. Previous Articles     Next Articles

Reports

2-(4-β-D-吡喃阿洛糖苷-苯基)-4-芳基-2,3-二氢-1,5-苯并硫氮杂的合成及镇静活性的研究

樊波，李家林，李颖，尹述凡*   

  1. (四川大学化学学院 成都 610064)
  • 收稿日期:2006-11-01 修回日期:2007-01-24 发布日期:2007-08-30
  • 通讯作者: 尹述凡

Synthesis and Calm Activity of 2-(4-β-D-Allopyranosyloxyphenyl)-4- aryl-2,3-dihydro-1,5-benzothiazepine

FAN Bo,LI Jia-Lin,LI Ying,YIN Shu-Fan*   

  1. (Faculty of Chemistry, Sichuan University, Chengdu 610064)
  • Received:2006-11-01 Revised:2007-01-24 Published:2007-08-30
  • Contact: YIN Shu-Fan

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Using helicid as starting material, novel E-(4-β-D-allopyranosyloxyphenyl)-1-(4-substituted phenyl)propenone derivatives (1a～1e) have been synthesized by Claisen-Schimidt reaction with 4-substituted hypnone. 2-(4-β-D-Allopyranosyloxyphenyl)-4-aryl-2,3-dihydro-1,5-benzothiazepine derivatives (2a～2e) have been synthesized by 1,4-Michael reaction with 1a～1e. The new compounds were established by 1H NMR, IR and MS spectra. The pre-liminary bioassay test of 2a～2e suggested that some of them should show good calm ac-tivity. For example, compounds 2a (200 mg•kg－1), 2b (200 mg•kg－1), 2c (200 mg•kg－1), 2d (200 mg•kg－1) and 2e (200 mg•kg－1) were better than the parent helicid.

Key words: 1,4-Michael reaction, 1,5-benzothiazepine, calm activity, Claisen-Schimidt reaction, synthesis, helicid