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Title
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Practical and divergent synthesis of carbocyclic pyrazolo[3,4-d]pyrimidine nucleoside analogues
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Author
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Abstract
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| A concise set of 4-substituted pyrazolo[3,4-d]pyrimidine carboriboside analogues was synthesized in a divergent fashion via a central intermediate. An oxaziridine reagent allowed the synthesis of a crucial hydrazine glycon intermediate, which was transformed through a base-build-up strategy into the desired intermediate using a commercially available pyrimidine building block. Reaction with a variety of nucleophiles allowed late-stage diversification. All analogues were evaluated for activity against a representative panel of Trypanosomatida. A methoxy-substituted analogue displayed single-digit micromolar activity against two subspecies of Trypanosoma brucei in cellular assays. |
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Language
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English
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Source (journal)
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European journal of organic chemistry. - Weinheim, 1998, currens
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Publication
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Weinheim
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Wiley-v c h verlag gmbh
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2024
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ISSN
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1434-193X
[print]
1099-0690
[online]
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DOI
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10.1002/EJOC.202400181
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Volume/pages
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27
:19
(2024)
, p. 1-5
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Article Reference
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e202400181
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ISI
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001196245300001
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Full text (Publisher's DOI)
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Full text (publisher's version - intranet only)
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