Total Synthesis and Stereochemistry Assignment of Nucleoside Antibiotic A-94964

被引:8
|
作者
Shao, Xiaofei [1 ,2 ]
Zheng, Chang [1 ]
Xu, Peng [2 ]
Shiraishi, Taro [3 ]
Kuzuyama, Tomohisa [3 ,4 ]
Molinaro, Antonio [5 ]
Silipo, Alba [5 ]
Yu, Biao [1 ,2 ]
机构
[1] Univ Chinese Acad Sci, Sch Chem & Mat Sci, Hangzhou Inst Adv Study, Hangzhou, Peoples R China
[2] Chinese Acad Sci, State Key Lab Bioorgan & Nat Prod Chem, Ctr Excellence Mol Synth, Shanghai Inst Organ Chem,Univ Chinese Acad Sci, Shanghai, Peoples R China
[3] Univ Tokyo, Grad Sch Agr & Life Sci, Tokyo, Japan
[4] Univ Tokyo, Collaborat Res Inst Innovat Microbiol, Tokyo, Japan
[5] Univ Naples Federico II, Dept Chem Sci, Naples, Italy
基金
中国国家自然科学基金;
关键词
A-94964; Nucleoside Antibiotic; Octuronic Acid Uridine; Phosphodiester; Total Synthesis; BACTERIAL TRANSLOCASE-I; BIOLOGICAL EVALUATION; MODULAR APPROACH; MRAY; GLYCOSYLATION; TUNICAMYCINS; INHIBITOR;
D O I
10.1002/anie.202200818
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
A collective total synthesis of eight diastereoisomers associated with NMR analysis leads to a full stereochemistry assignment of the structurally unique nucleoside antibiotic A-94964, which features an octuronic acid uridine core decorated with an alpha-D-mannopyr-anosyl residue and an alpha-D-N-acylglucosaminopyranosyl residue via a phosphodiester bridge.
引用
收藏
页数:7
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