1. Aryl H-phosphonates. 19. New anti-HIV pronucleotide phosphoramidate diesters containing amino- and hydroxypyridine auxiliaries.
- Author
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Romanowska J, Kolodziej K, Sobkowski M, Rachwalak M, Jakubowski T, Golebiewska J, Kraszewski A, Boryski J, Dabrowska A, and Stawinski J
- Subjects
- Amides chemical synthesis, Amides chemistry, Aminopyridines, Anti-HIV Agents chemical synthesis, Dideoxynucleosides, Organophosphonates chemistry, Phosphoric Acids chemical synthesis, Phosphoric Acids chemistry, Pyridines, Zidovudine, Amides pharmacology, Anti-HIV Agents chemistry, Drug Design, Organophosphonates therapeutic use, Phosphoric Acids pharmacology
- Abstract
We have designed a new type of AZT and ddU phosphoramidate diesters containing various combinations of 2-, 3-, 4-aminopyridine and 2-, 3-, 4-hydroxypyridine moieties attached to the phosphorus center, as potential anti-HIV pronucleotides. Depending on the pK
a values of the aminopyridines and the hydroxypyridines used, alternative synthetic strategies based on H-phosphonate chemistry were developed for their preparation. Synthetic aspects of these transformations and the biological activity of the synthesized compounds are discussed., (Copyright © 2018 Elsevier Masson SAS. All rights reserved.)- Published
- 2019
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