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    Synthesis and Antileukemic Activity of New Fluorinated 5-Aza-9-deazapurines

    Access Status
    Fulltext not available
    Authors
    Lim, F.
    Kow, K.
    Yeo, E.
    Chow, S.
    Dolzhenko, Anton
    Date
    2016
    Type
    Journal Article
    
    Metadata
    Show full item record
    Citation
    Lim, F. and Kow, K. and Yeo, E. and Chow, S. and Dolzhenko, A. 2016. Synthesis and Antileukemic Activity of New Fluorinated 5-Aza-9-deazapurines. Heterocycles. 92 (6): pp. 1121-1131.
    Source Title
    Heterocycles
    DOI
    10.3987/COM-16-13464
    ISSN
    0385-5414
    School
    School of Pharmacy
    URI
    http://hdl.handle.net/20.500.11937/44647
    Collection
    • Curtin Research Publications
    Abstract

    Novel fluorinated 4-benzylamino-7-phenylpyrazolo[1,5-a]- [1,3,5]triazin-2-amines were prepared using an efficient and practical approach. The chemoselectivity of condensation of pyrazolylguanidine and trichloroacetonitrile was found to be solvent-dependent and, when conducted in toluene, this reaction afforded 7-phenyl-4-trichloromethylpyrazolo[1,5-a]- [1,3,5]triazin-2-amine as the main product. This key intermediate underwent nucleophilic replacement of the trichloromethyl group with fluorinated benzylamines providing a series of the target compounds. Antiproliferative activity of the prepared compounds against Jurkat T cells was explored using MTS assay. Morphological changes observed in cells treated by the most potent compounds of this series, suggested that these compounds induced apoptosis in cells.

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