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Synthesis of 5-isoxazol-3-yl-pyrimidine nucleosides as potential antileishmanial agents

Guo, Shenghai ; Wang, Jiliang ; Zhang, Xinying ; Cojean, Sandrine ; Loiseau, Philippe M. ; Fan, Xuesen

Bioorganic & medicinal chemistry letters, 2015-07, Vol.25 (13), p.2617-2620 [Periódico revisado por pares]

England: Elsevier Ltd

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Título:
Synthesis of 5-isoxazol-3-yl-pyrimidine nucleosides as potential antileishmanial agents
Autor: Guo, Shenghai ; Wang, Jiliang ; Zhang, Xinying ; Cojean, Sandrine ; Loiseau, Philippe M. ; Fan, Xuesen
Assuntos: 1,3-Dipolar cycloaddition ; Animals ; Antileishmanial activity ; Antiprotozoal Agents - chemical synthesis ; Antiprotozoal Agents - chemistry ; Antiprotozoal Agents - pharmacology ; Drug Design ; Humans ; Hybrid ; Isoxazole ; Isoxazoles - chemical synthesis ; Isoxazoles - chemistry ; Isoxazoles - pharmacology ; Leishmania donovani - drug effects ; Leishmaniasis - drug therapy ; Pyrimidine nucleoside ; Pyrimidine Nucleosides - chemical synthesis ; Pyrimidine Nucleosides - chemistry ; Pyrimidine Nucleosides - pharmacology ; Structure-Activity Relationship
É parte de: Bioorganic & medicinal chemistry letters, 2015-07, Vol.25 (13), p.2617-2620
Notas: ObjectType-Article-1
SourceType-Scholarly Journals-1
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Descrição: [Display omitted] A simple and practical procedure for the preparation of C5-(isoxazol-3-yl)-pyrimidine nucleosides through 1,3-dipolar cycloaddition of the in situ formed C5-nitrile oxide substituted pyrimidine nucleosides with various terminal alkynes is presented. Compared with literature procedures, this new method has advantageous features such as readily available and inexpensive starting materials, simple procedure without using expensive transition metal catalyst, and broad scope of substrates. By employing this method, 30 nucleoside analogues were prepared in moderate yields. Biological studies on these C5-(isoxazol-3-yl)-pyrimidine nucleosides showed that most of them exhibited significant in vitro antileishmanial activity.
Editor: England: Elsevier Ltd
Idioma: Inglês

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Synthesis of 5-isoxazol-3-yl-pyrimidine nucleosides as potential antileishmanial agents

Guo, Shenghai ; Wang, Jiliang ; Zhang, Xinying ; Cojean, Sandrine ; Loiseau, Philippe M. ; Fan, Xuesen

England: Elsevier Ltd

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