Function-Oriented Synthesis of Liponucleoside Antibiotics

被引：14
|
作者：
Tanino, Tetsuya [1 ]
Yamaguchi, Mayumi [1 ]
Matsuda, Akira [1 ]
Ichikawa, Satoshi [1 ,2 ]
机构：
[1] Hokkaido Univ, Fac Pharmaceut Sci, Kita Ku, Sapporo, Hokkaido 0600812, Japan
[2] Hokkaido Univ, Ctr Res & Educ Drug Discovery, Kita Ku, Sapporo, Hokkaido 0600812, Japan
来源：
EUROPEAN JOURNAL OF ORGANIC CHEMISTRY | 2014年 / 2014卷 / 09期
基金：
日本学术振兴会;
关键词：
Natural products; Antibiotics; Domino reactions; Cycloaddition; NUCLEOSIDE ANTIBIOTICS; BIOLOGICAL EVALUATION; MURAYMYCIN ANALOGS; CORE STRUCTURE; DESIGN; CAPRAZAMYCINS; CYCLOADDITION; DERIVATIVES; METATHESIS; YOHIMBINE;
D O I：
10.1002/ejoc.201400140
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
Function-oriented synthesis of a class of liponucleoside antibiotics was investigated through rational simplification guided by previous structure-activity relationship studies of caprazamycins and muraymycins to address the issue associated with their molecular complexity. A lactam-fused isoxazolidine scaffold was designed, and a diverse set of lactam-fused isoxazolidines derivatives were constructed by intramolecular 1,3-dipolar cycloaddition of alkenyl nitrones. Several analogues exhibited moderate activity against a range of Gram-positive drug-resistant bacterial pathogens.
引用
收藏
页码：1836 / 1840
页数：5
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