Phosphoramidate Derivatives of AZT as Inhibitors of HIV: Studies on the Carboxyl Terminus
| Autor: | S. S.-M. Choi, R. N. Pathirana, T. J. O'Connor, Christopher McGuigan, D. Kinchington |
|---|---|
| Rok vydání: | 1993 |
| Předmět: |
0301 basic medicine
chemistry.chemical_classification Nucleoside analogue Stereochemistry 030106 microbiology Phosphoramidate Biological activity General Medicine Prodrug Phosphate 01 natural sciences Chemical synthesis 0104 chemical sciences Amino acid 010404 medicinal & biomolecular chemistry 03 medical and health sciences chemistry.chemical_compound chemistry medicine Nucleotide medicine.drug |
| Zdroj: | Antiviral Chemistry and Chemotherapy. 4:97-101 |
| ISSN: | 2040-2066 |
| Popis: | Novel phosphoramidate derivatives of the anti-HIV nucleoside analogue AZT have been prepared by phosphorochloridate chemistry. These materials carry carboxy-protected, amino acids, and are designed to act as membrane-soluble prodrugs of the bio-active free nucleotides. In vitro evaluation revealed the compounds to have a pronounced, selective antiviral activity. In particular, variation in the carboxy terminus region is studied. For alkyl phosphates small changes in the structure of the amino ester lead to marked changes in biological activity. However, for analogous aryl phosphates there is little dependence on the structure of the ester. This suggests a different mechanism of action for these two categories of phosphate prodrug. |
| Databáze: | OpenAIRE |
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