Publication
Title
Practical and divergent synthesis of carbocyclic pyrazolo[3,4-d]pyrimidine nucleoside analogues
Author
Abstract
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.
Language
English
Source (journal)
European journal of organic chemistry. - Weinheim, 1998, currens
Publication
Weinheim : Wiley-v c h verlag gmbh , 2024
ISSN
1434-193X [print]
1099-0690 [online]
DOI
10.1002/EJOC.202400181
Volume/pages
(2024) , p. 1-6
ISI
001196245300001
Full text (Publisher's DOI)
Full text (publisher's version - intranet only)
UAntwerpen
Faculty/Department
Research group
Publication type
Subject
Affiliation
Publications with a UAntwerp address
External links
Web of Science
Record
Identifier
Creation 02.05.2024
Last edited 16.05.2024
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