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A Novel Method for the Synthesis of Bioactive Benzimidazolyl-Phenoxyacetic Acid O-Acetylglucosyl Saccharide Esters
作者姓名:CHEN Hong~  CHEN Yunhua~  OU Chunyan~  HUANG Siqing~ .
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 wellasplantvirusinhibitors13].4Dimethylaminopyridine(DMAP)haslightstrawcolouredor colourlesscrystals,whichwerediscoveredinthe1960sasanewtypeofnucleophilicreactioncatalyst.Theyhavebeenappliedwide lyinorganicsynthesis4,5].DMAPcanefficientlycatalyseesterifi cationreactions,butithasbeenrarelyreportedasacatalystfort…

收稿时间:3 June 2005

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.
Authors:CHEN Hong  CHEN Yunhua  OU Chunyan  HUANG Siqing
Institution:(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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