Synthesis of cis-4-guanidino-l-proline and 1-carbamimidoyl-l-proline derivatives as influenza neuraminidase inhibitors

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• 作者：Yuanchao Xie (1)
  Dongqing Xu (1)
  Junhua Wang (1)
  Weidong Xiao (2)
  Wenfang Xu (1)
  
  1. Department of Medicinal Chemistry ; School of Pharmaceutical Sciences ; Shandong University ; 44 ; West Culture Road ; Jinan ; 250012 ; Shandong ; People鈥檚 Republic of China
  2. Department of Pharmacy ; Shengli Oilfield Shengli Hospital ; Beier Road ; Dongying District ; Dongying ; 257055 ; Shangdong ; People鈥檚 Republic of China
  
• 关键词：Guanidine ; Hydroxyproline ; Influenza ; Neuraminidase ; Triazole
• 刊名：Medicinal Chemistry Research
• 出版年：2015
• 出版时间：March 2015
• 年：2015
• 卷：24
• 期：3
• 页码：1013-1017
• 全文大小：744 KB
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• 刊物主题：Pharmacology/Toxicology; Biochemistry, general; Cell Biology;
• 出版者：Springer US
• ISSN：1554-8120

文摘

Simple methods for synthesizing cis-4-guanidino-l-proline derivatives and 1-carbamimidoyl-l-proline derivatives as influenza neuraminidase inhibitors were developed. All of these compounds were prepared originally from l-hydroxyproline through a key intermediate. Among them, compound 4d with the scaffold of cis-4-guanidino-l-proline was the best inhibitor. The docking studies indicated that it could interact with the active site of NA similar to the binding pattern of peramivir. These compounds and the synthetic methods could be useful for exploration of novel influenza NA inhibitors.