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有机化学
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有机化学 ›› 2008, Vol. 28 ›› Issue (08): 1379-1384. 上一篇    下一篇

研究论文

1-(2-羟甲基-1,3-氧硫杂环戊基)吡啶酮类化合物的合成

安林坤* ; 邹 兰; 王晓冬 ; 武 宁; 沈德清; 卜宪章; 黄志纾; 古练权
  

  1. (中山大学药学院 广州 510275)
  • 收稿日期:2007-09-09 修回日期:2008-01-09 发布日期:2008-08-18
  • 通讯作者: 安林坤

Synthesis of 1-[2-(Hydroxymethyl)-1,3-oxathiolanyl]pyridinone Analogues

AN, Lin-Kun* ; ZOU, Lan ; WANG, Xiao-Dong; WU, Ning; SHEN, De-Qing; BU, Xian-Zhang; HUANG, Zhi-Shu; GU, Lian-Quan
  

  1. (School of Pharmaceutical Sciences, Sun Yat-sen University, Guangzhou 510275)
  • Received:2007-09-09 Revised:2008-01-09 Published:2008-08-18
  • Contact: AN, Lin-Kun

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被引次数

1

研究了1,3-氧硫杂环戊烷核苷类似物的合成. 以吡啶酮为碱基, 利用三甲基硅基三氟甲磺酸酯(TMSOTf)催化, 与1,3-氧硫杂环戊烷发生Vorbruggen缩合反应, 合成了一系列的保护的核苷类似物, 经过进一步脱保护或者还原得到目标产物. 并测试了合成化合物的抗菌活性, 发现该类化合物对革兰氏阳性菌具有中等抑制活性.

关键词: 吡啶酮, 核苷类似物, Vorbruggen缩合反应

The synthesis of 1,3-oxathiolane nucleoside derivatives was investigated. A series of novel 1,3-oxathiolane nucleoside derivatives, in which the bases have been replaced by pyridinone derivatives, were synthesized by the Vorbruggen coupling method using TMSOTf as the catalyst, and then deprotection or reduction reactions. Their antimicrobial activity was determined, showing that they had moderate activity against G+ microbial.

Key words: pyridinone, Vorbruggen coupling method, nucleoside derivative