SYNTHESIS OF 5-DEOXY-5-FLUORO AND 5-DEOXY-5,5-DIFLUORO DERIVATIVES OF KANAMYCIN-B AND ITS ANALOGS - STUDY ON STRUCTURE TOXICITY RELATIONSHIPS

被引：18

作者：

SHITARA, T ^{[1
]}

KOBAYASHI, Y ^{[1
]}

TSUCHIYA, T ^{[1
]}

UMEZAWA, S ^{[1
]}

机构：

[1] INST BIOORGAN CHEM,1614 IDA,NAKAHARA KU,KAWASAKI 211,JAPAN

来源：

CARBOHYDRATE RESEARCH | 1992年 / 232卷 / 02期

关键词：

D O I：

10.1016/0008-6215(92)80060-E

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

5-Deoxy-5-fluoro- (1), 5,3'-dideoxy-5-fluoro- (2), and 5,3',4'-trideoxy-5-fluoro-kanamycin B (3) have been prepared by treatment of 5-epihydroxyl precursors (prepared by the Mitsunobu reaction) with DAST as the key step. 5,3'-Dideoxy-5,5-difluoro- (26) and 5,3',4'-trideoxy-5,5-difluoro-kanamycin B (27) were also prepared by treatment of the corresponding 5-oxo derivatives with DAST. These 5-deoxy-5-fluoro and 5-deoxy-5,5-difluoro derivatives showed markedly decreased toxicity as compared with the parent compounds.

引用

页码：273 / 290

页数：18

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