Synthesis of 1,2,3-Triazole Analogues of Lincomycin

被引:25
|
作者
Collin, Marie-Pierre [1 ]
Hobbie, Sven N. [2 ]
Boettger, Erik C. [2 ]
Vasella, Andrea [1 ]
机构
[1] ETH, Organ Chem Lab, Dept Chem & Angew Biowissensch, HCI Honggerberg, CH-8093 Zurich, Switzerland
[2] Univ Zurich, Inst Med Mikrobiol, CH-8006 Zurich, Switzerland
关键词
D O I
10.1002/hlca.200890196
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
In search for ne v antibiotics we replaced the amide moiety of lincomycin I by a 1,23-triazole ring. The 1.2,3-triazoles 10a-10k were obtained as single regioisomers by 'click reaction' of azide 5 with the alkyne 9k, derived from propyl hygric acid, and the alkyl, aryl, or cycloalkyl alkynes ribosomes 9a-9j. The new analogues proved inactive towards wild-type and A2058G mutant.
引用
收藏
页码:1838 / 1848
页数:11
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