Synthesis of 1,4-Disubstituted Mono and Bis-triazolocarbo-acyclonucleoside Analogues of 9-(4-Hydroxybutyl)guanine by Cu(I)-Catalyzed Click Azide-Alkyne Cycloaddition

  • A series of novel mono-1,2,3-triazole and bis-1,2,3-triazole acyclonucleoside analogues of 9-(4-hydroxybutyl)guanine was prepared via copper(I)-catalyzed 1,3-dipolar cycloaddition of N-9 propargylpurine, N-1-propargylpyrimidines/as-triazine with the azido-pseudo-sugar 4-azidobutylacetate under solvent-free microwave conditions, followed by treatment with K2CO3/MeOH, or NH3/MeOH. All compounds studied in this work were screened for their antiviral activities [against human rhinovirus (HRV) and hepatitis C virus (HCV)] and antibacterial activities against a series of Gram positive and negative bacteria.

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Author:Jamal Krim, Mohamed Taourirte, Joachim W. EngelsORCiDGND
URN:urn:nbn:de:hebis:30:3-259394
DOI:https://doi.org/10.3390/molecules17010179
ISSN:1420-3049
Pubmed Id:https://pubmed.ncbi.nlm.nih.gov/22202806
Parent Title (English):Molecules
Publisher:Molecular Diversity Preservation International (MDPI)
Place of publication:Basel
Document Type:Article
Language:English
Date of Publication (online):2012/08/31
Year of first Publication:2011
Publishing Institution:Universitätsbibliothek Johann Christian Senckenberg
Release Date:2012/08/31
Tag:1,2,3 triazole; 1,2,3-bis-triazoles; 1,3-dipolar cycloaddition; antibacterial activities; click azide-alkyne; microwave-assisted synthesis
Volume:17
Issue:1
Page Number:12
First Page:179
Last Page:190
Note:
© 2012 by the authors; licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution license (http://creativecommons.org/licenses/by/3.0/).
HeBIS-PPN:358062292
Institutes:Biochemie, Chemie und Pharmazie / Biochemie und Chemie
Dewey Decimal Classification:5 Naturwissenschaften und Mathematik / 54 Chemie / 540 Chemie und zugeordnete Wissenschaften
Sammlungen:Universitätspublikationen
Licence (German):License LogoCreative Commons - Namensnennung 3.0

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