• 文献检索
  • 文档翻译
  • 深度研究
  • 学术资讯
  • Suppr Zotero 插件Zotero 插件
  • 邀请有礼
  • 套餐&价格
  • 历史记录
应用&插件
Suppr Zotero 插件Zotero 插件浏览器插件Mac 客户端Windows 客户端微信小程序
定价
高级版会员购买积分包购买API积分包
服务
文献检索文档翻译深度研究API 文档MCP 服务
关于我们
关于 Suppr公司介绍联系我们用户协议隐私条款
关注我们

Suppr 超能文献

核心技术专利：CN118964589B侵权必究
粤ICP备2023148730 号-1Suppr @ 2026

文献检索

告别复杂PubMed语法，用中文像聊天一样搜索，搜遍4000万医学文献。AI智能推荐，让科研检索更轻松。

立即免费搜索

文件翻译

保留排版，准确专业，支持PDF/Word/PPT等文件格式，支持 12+语言互译。

免费翻译文档

深度研究

AI帮你快速写综述，25分钟生成高质量综述，智能提取关键信息，辅助科研写作。

立即免费体验

Synthesis of 5-deoxy-5-fluoro and 5-deoxy-5,5-difluoro derivatives of kanamycin B and its analogs. Study on structure-toxicity relationships.

作者信息

Shitara T, Kobayashi Y, Tsuchiya T, Umezawa S

机构信息

Institute of Bioorganic Chemistry, Kawasaki, Japan.

出版信息

Carbohydr Res. 1992 Aug 3;232(2):273-90. doi: 10.1016/0008-6215(92)80060-e.

DOI:10.1016/0008-6215(92)80060-e
PMID:1423360
Abstract

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.

摘要

相似文献

1
Synthesis of 5-deoxy-5-fluoro and 5-deoxy-5,5-difluoro derivatives of kanamycin B and its analogs. Study on structure-toxicity relationships.
Carbohydr Res. 1992 Aug 3;232(2):273-90. doi: 10.1016/0008-6215(92)80060-e.
2
Study on fluorination of 2,3-dideoxy-2,3-(N-tosylepimino)-alpha-D-allopyranosides, and synthesis of 3'-deoxy-3'-fluorokanamycin B and 3',4'-dideoxy-3'-fluorokanamycin B.
Carbohydr Res. 1992 Jun 4;230(1):89-105. doi: 10.1016/s0008-6215(00)90515-9.
3
Synthesis of 3'-deoxy-3'-fluorokanamycin A and 3',4'-dideoxy-3'-fluorokanamycin A.
Carbohydr Res. 1991 Mar 20;210:221-32. doi: 10.1016/0008-6215(91)80124-6.
4
Study on fluorination-toxicity relationships. Syntheses of 1-N-[(2R,3R)- and (2R,3S)-4-amino-3-fluoro-2-hydroxybutanoyl] derivatives of kanamycins.
Carbohydr Res. 1993 Oct 18;249(1):57-76. doi: 10.1016/0008-6215(93)84060-j.
5
Synthesis of 4'-deoxy-4'-fluorokanamycin A and B.4'-脱氧-4'-氟卡那霉素A和B的合成
Carbohydr Res. 1992 Jul 20;232(1):89-105. doi: 10.1016/s0008-6215(00)90996-0.
6
A synthetic study of methyl 3-deoxy-3-fluoro-alpha-D-glucopyranosides from methyl 2,3-anhydro-alpha-D-allopyranosides, and synthesis of 3'-deoxy-3'-fluorokanamycin A and 3'-chloro-3'-deoxykanamycin A.由2,3-脱水-α-D-阿洛吡喃糖苷合成3-脱氧-3-氟-α-D-吡喃葡萄糖苷甲酯，以及3'-脱氧-3'-氟卡那霉素A和3'-氯-3'-脱氧卡那霉素A的合成
Carbohydr Res. 1992 Feb 7;224:141-63. doi: 10.1016/0008-6215(92)84101-w.
7
Synthesis of 5-deoxy-5-fluoro- and 5-deoxy-5,5-difluoro-netilmicin.5-脱氧-5-氟-奈替米星和5-脱氧-5,5-二氟-奈替米星的合成
Carbohydr Res. 1993 Jan 15;238:147-62. doi: 10.1016/0008-6215(93)87010-p.
8
Synthesis of 5-deoxy-5-epifluoro derivatives of arbekacin, amikacin, and 1-N-[(S)-4-amino-2-hydroxybutanoyl]tobramycin (study on structure--toxicity relationships).
Carbohydr Res. 1995 Oct 16;276(1):75-89. doi: 10.1016/0008-6215(95)00123-b.
9
Synthesis of kanamycin A analogs containing a 6-amino-6-deoxyglycofuranose moiety.含有6-氨基-6-脱氧呋喃糖部分的卡那霉素A类似物的合成。
Carbohydr Res. 2000 Nov 3;329(2):325-40. doi: 10.1016/s0008-6215(00)00184-1.
10
Syntheses and properties of the 6"-deoxy or 4",6"-dideoxy derivatives of the kanamycin antibiotics.
J Antibiot (Tokyo). 1980 May;33(5):527-32. doi: 10.7164/antibiotics.33.527.

引用本文的文献

1
Balancing Nonsense Mutation Readthrough and Toxicity of Designer Aminoglycosides for Treatment of Genetic Diseases.平衡用于治疗遗传疾病的设计氨基糖苷类药物的无义突变通读与毒性
ACS Med Chem Lett. 2023 Apr 27;14(6):794-801. doi: 10.1021/acsmedchemlett.3c00089. eCollection 2023 Jun 8.
2
Aminoglycosides: nephrotoxicity.氨基糖苷类：肾毒性。
Antimicrob Agents Chemother. 1999 May;43(5):1003-12. doi: 10.1128/AAC.43.5.1003.
3
Aminoglycosides: activity and resistance.氨基糖苷类：活性与耐药性。
Antimicrob Agents Chemother. 1999 Apr;43(4):727-37. doi: 10.1128/AAC.43.4.727.