Synthesis and biological evaluation of some a-[6-(1'-carbamoylalkylthio)-1 H-pyrazolo[3,4-D]pyrimidin-4-yl] thioalkylcarboxamide acyclonucleosides. - Archive ouverte HAL Accéder directement au contenu
Article Dans Une Revue Nucleosides, Nucleotides and Nucleic Acids Année : 2007

Synthesis and biological evaluation of some a-[6-(1'-carbamoylalkylthio)-1 H-pyrazolo[3,4-D]pyrimidin-4-yl] thioalkylcarboxamide acyclonucleosides.

O. Moukha-Chafiq
  • Fonction : Auteur
Mohamed Taha
  • Fonction : Auteur
  • PersonId : 867993
A. Mouna
  • Fonction : Auteur
Hassan Bihi Lazrek
  • Fonction : Auteur
E. Declercq
  • Fonction : Auteur

Résumé

The reaction of 1H-pyrazolo[3,4-d]pyrimidin-4,6-dithione 11 with compounds 12a-c produces ethyl alpha-[6-(1'-carboethoxyalkylthio)-1 H-pyrazolo[3,4-d]pyrimidin-4-yl]thioalkylates 13a-c, respectively. These heterocycles were alkylated, separately, with alkylating agents 14, 15, and 16 to afford, predominately, the N(1)-acyclic nucleosides (17-19)a-c, which were deprotected to give the desired products (20-22)a-c. All synthetic compounds were characterized on the basis of their physical and spectroscopic properties. The acyclic nucleosides (20-22)a-c were evaluated for their inhibitory effects against the replication of varicella-zoster virus, human cytomegalovirus and M. tuberculosis. No marked biological activity was found.

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Chimie
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Dates et versions

hal-00346559 , version 1 (11-12-2008)

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O. Moukha-Chafiq, Mohamed Taha, A. Mouna, Hassan Bihi Lazrek, Jean-Jacques Vasseur, et al.. Synthesis and biological evaluation of some a-[6-(1'-carbamoylalkylthio)-1 H-pyrazolo[3,4-D]pyrimidin-4-yl] thioalkylcarboxamide acyclonucleosides.. Nucleosides, Nucleotides and Nucleic Acids, 2007, 26 (4), pp.335-345. ⟨10.1080/15257770701296952⟩. ⟨hal-00346559⟩
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