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β-D-葡萄糖基硫脲合成及生物活性研究
引用本文:王小明,朱涛,郑良玉,李耀先,张锁秦,白杰.β-D-葡萄糖基硫脲合成及生物活性研究[J].有机化学,2006,26(5):660-666.
作者姓名:王小明  朱涛  郑良玉  李耀先  张锁秦  白杰
作者单位:1. 吉林大学化学学院,长春,130023
2. 吉林大学超分子结构与材料教育部重点实验室,长春,130012
3. 吉林大学分子酶学工程教育部重点实验室,长春,130023
摘    要:从1-溴-2,3,4,6-四乙酰化-β-D-吡喃葡萄糖I出发, 经异硫氰酸酯化反应, 合成了2,3,4,6-四乙酰化-β-D-吡喃糖基硫脲化合物IV, 再经脱乙酰化得到V. 将乙酰化糖基异硫氰酸酯的合成从文献的60%提高到80%. 所得化合物经元素分析, IR, MS, 1H NMR和 13C NMR谱学分析确定了结构, 并对产物进行了初步的除草活性测试.

关 键 词:糖基硫脲  合成  生物活性
收稿时间:05 11 2005 12:00AM
修稿时间:11 16 2005 12:00AM

Synthesis of β-D-Glucopyranosyl Thiourea and Biological Activity
WANG Xiao-Ming,ZHU Tao,ZHENG Liang-Yu,LI Yao-Xian,ZHANG Suo-Qin,BAI Jie.Synthesis of β-D-Glucopyranosyl Thiourea and Biological Activity[J].Chinese Journal of Organic Chemistry,2006,26(5):660-666.
Authors:WANG Xiao-Ming  ZHU Tao  ZHENG Liang-Yu  LI Yao-Xian  ZHANG Suo-Qin  BAI Jie
Institution:a College of Chemistry, Jilin University, Changchun 130023;b Key Laboratory for Sup ramolecular Structure and Materials of Ministry of Education, Jilin University, Changchun 130012;c Key Laboratory for Molecular Enzymology and Engineering of Ministry of Education, Jilin University, Changchun 130023
Abstract:2,3,4,6-Tetra-acetyl-β-D-glucopyranosyl thioureas IV were synthesized by the reaction aniline with 2,3,4,6-tetra-acetyl-β-D-glucopyranosyl isothiocyanate generated from 1-bromo-2,3,4,6-tetra-acetyl-α- D-glucopyranuronate and KSCN in reflux acetonitrile. In the synthesis of acetyl-β-D-glucopyranosyl isothiocyanate, the yield was raised from 60% to 80%. The structures of the compounds were confirmed by IR, MS, NMR spectra and elemental analysis. The preliminary biological tests indicate that some compouds of IV and V show good herbicidal activity.
Keywords:glucosyl thiourea  synthesis  biological activity
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