Calixarene and Calixresorcarene Glycosides: Their Synthesis and Biological Applications

被引:197
作者
Dondoni, Alessandro [1 ]
Marra, Alberto [1 ,2 ,3 ]
机构
[1] Univ Ferrara, Chim Organ Lab, Dipartimento Chim, I-44100 Ferrara, Italy
[2] Univ Ferrara, Fac Engn, I-44100 Ferrara, Italy
[3] Univ Ferrara, Fac Sci, I-44100 Ferrara, Italy
关键词
MACROCYCLIC SUGAR CLUSTERS; NATURAL-KILLER-CELLS; INFLUENZA-A VIRUSES; CLICK CHEMISTRY; CHOLERA-TOXIN; TN ANTIGEN; UPPER RIM; LECTIN-BINDING; SIALIC-ACID; 1,3-DIPOLAR CYCLOADDITIONS;
D O I
10.1021/cr100027b
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Various approaches that have been carried out for the synthesis of multivalent calixarene and calixresorcarene glycosides (calixsugars) displaying different anomeric linkages and carbohydrate-macrocycle tethers are presented. Because of stability to both acids and bases as well as oxidizing and reducing reagents, also tetrazole ring was considered by Dondoni and Marra a useful system for establishing a robust connection between carbon-linked carbohydrate fragments and a calixarene platform. The issue regarding the glycoside cluster effect has been addressed in various papers. Another important novelty is the study of the interactions of calix-arene-based carbohydrate clusters. Using a few molecular structures constituted of the macrocyclic scaffold decorated with carbohydrate fragments at one rim and four lipophilic alkyl chains at the other rim, a huge number of impressive biological studies have been reported by a Japanese group.
引用
收藏
页码:4949 / 4977
页数:29
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