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Synthesis of Dihydrobenzofuran Neoligans Licarin A and Dihydrocarinatin as Well as Related Triazolylglycosides

Synthesis of Dihydrobenzofuran Neoligans Licarin A and Dihydrocarinatin as Well as Related Triazolylglycosides

作     者:LIU Shuang-yan WANG Gang-qiang LIANG Zhi-ying WANG Qiu-an 

作者机构:State Key Laboratory of Chemo/Biosensing and Chemometrics College of Chemistry and Chemical EngineeringHunan University Changsha 410082 P.R.China 

出 版 物:《Chemical Research in Chinese Universities》 (高等学校化学研究(英文版))

年 卷 期:2013年第29卷第6期

页      面:1119-1124页

核心收录:

学科分类:081702[工学-化学工艺] 081703[工学-生物化工] 08[工学] 0817[工学-化学工程与技术] 0836[工学-生物工程] 082203[工学-发酵工程] 0822[工学-轻工技术与工程] 

基  金:Support by the Hunan Provincial Innovation Foundation for Postgraduate, China the Personal Trai-ning Funds in National Basic Science of China 

主  题:Dihydrobenzofuran Licarin A Dihydrocarinatin Triazolylglycoside 

摘      要:Two natural dihydrobenzofuran neolignans licarin A(1) and dihydrocarinatin(2) were systhesized from isoeugenol with Ag20-catalyzed biomimetic oxidative coupling as the key step. Four novel dihydrobenzofuran triazolylglycoside(3--6) were achieved in good yields via Cu(I)-catalyzed azide-alkyne cycloadditions of licarin A terminal alkynes with different azide acetylated sugar and deacetylation with sodium methoxide in anhydrous methanol. The structures of all the compounds synthesized were determined by elemental analysis, MS, 1H NMR and ~3C NMR. And the inhibition activity of synthesized compounds on a-glucosidase was determined by in vitro experiments. The results show that triazolyglycosides 3, 4, 5 and 6 show moderate inhibitory activity on a-glucosidase.

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