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A Novel Method for the Synthesis of Bioactive Benzimidazolyl-Phenoxyacetic Acid O-Acetylglucosyl Saccharide Esters
引用本文:CHEN Hong~1,CHEN Yunhua~2,OU Chunyan~1,HUANG Siqing~ 1 1. Department of Applied Chemistry,Guangdong Ocean University,Zhanjiang 524088,Guangdong,China, 2. Department of Chemistry,Nanchang University,Nanchang 330047,Jiangxi,China. A Novel Method for the Synthesis of Bioactive Benzimidazolyl-Phenoxyacetic Acid O-Acetylglucosyl Saccharide Esters[J]. 武汉大学学报:自然科学英文版, 2006, 11(2): 419-422. DOI: 10.1007/BF02832135
作者姓名:CHEN Hong~1  CHEN Yunhua~2  OU Chunyan~1  HUANG Siqing~ 1 1. Department of Applied Chemistry  Guangdong Ocean University  Zhanjiang 524088  Guangdong  China   2. Department of Chemistry  Nanchang University  Nanchang 330047  Jiangxi  China
作者单位:CHEN Hong~1,CHEN Yunhua~2,OU Chunyan~1,HUANG Siqing~ 1 1. Department of Applied Chemistry,Guangdong Ocean University,Zhanjiang 524088,Guangdong,China; 2. Department of Chemistry,Nanchang University,Nanchang 330047,Jiangxi,China
基金项目:SupportedbytheDepartmentofEducationofGuangdongProvinceNaturalScienceFoundationofChina(Z03047)
摘    要:0Introduction Anumberofauthorshavereportedthebioactivityofbenzimid azoleanditsderivatives,andofthearyloxycarboxylicacids.Theyareappliedwidelyinagriculturalandmedicinalchemistry,as wellasplantvirusinhibitors[13].4Dimethylaminopyridine(DMAP)haslightstrawcolouredor colourlesscrystals,whichwerediscoveredinthe1960sasanewtypeofnucleophilicreactioncatalyst.Theyhavebeenappliedwide lyinorganicsynthesis[4,5].DMAPcanefficientlycatalyseesterifi cationreactions,butithasbeenrarelyreportedasacatalystfort…

收稿时间:2005-06-03

A Novel Method for the Synthesis of Bioactive Benzimidazolyl-Phenoxyacetic Acid O-Acetylglucosyl Saccharide Esters
CHEN Hong,CHEN Yunhua,OU Chunyan,HUANG Siqing. A Novel Method for the Synthesis of Bioactive Benzimidazolyl-Phenoxyacetic Acid O-Acetylglucosyl Saccharide Esters[J]. Wuhan University Journal of Natural Sciences, 2006, 11(2): 419-422. DOI: 10.1007/BF02832135
Authors:CHEN Hong  CHEN Yunhua  OU Chunyan  HUANG Siqing
Affiliation:(1) Department of Applied Chemistry, Guangdon Ocean University, 524088 Zhanjiang, Guangdon, China;(2) Department of Chemistry, Nanchang University, 330047 Nanchang, Jiangxi, China
Abstract:A novel method of synthesis of nitro or trifluoromethyl substituted benzimidazolyl-phenoxyacetic acid O-acetylglucosyl saccharide esters by the reaction of O-acetylglucosyl bromide with substituted benzimidazolyl -phenoxyacetic acid at room temperature was developed. 4-dimethylaminopyridine (DMAP) was used as catalyst, triethylamine (Et_3N) was used as deacid reagent, three saccharide esters were synthesized in the system of DMAP/ Et_3N. The catalytic mechanism of DMAP/Et_3N was discussed. The results show that DMAP is an effective catalyst, the yields can reach 50%. The test indicates that the title compounds show better antiplantviral activity.
Keywords:benzimidazolyl-phenoxyacetic acid  O-acetylglucosyl saccharide ester  antiplantviral activity  DMAP/Et3N
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