Cyclo-Saligenyl-3′-Azido-2′,3′-Dideoxy- Thymidinemonophosphate (cycloSal-AZTMP) - A New Pro-Nucleotide Approach1 ?-
- 1 May 1997
- journal article
- research article
- Published by Taylor & Francis in Nucleosides and Nucleotides
- Vol. 16 (5-6), 793-796
- https://doi.org/10.1080/07328319708002953
Abstract
The synthesis of cycloSal-AZTMPs 3a-h as new pro-nucleotides of AZTMP 2 is described. Phosphotriesters 3 selectively release AZTMP 2 by a controlled, chemically induced tandem reaction. CycloSal-AZTMPs 3 exhibited high biological activity in HIV-1/HIV-2 infected CEM/O cells but lost their activity nearly completely in CEM/TK- cells.Keywords
This publication has 5 references indexed in Scilit:
- 2‐Nucleos‐5′‐O‐yl‐4H‐1,3,2‐benzodioxaphos‐phinin‐2‐oxides—A New Concept for Lipophilic, Potential Prodrugs of Biologically Active Nucleoside MonophosphatesAngewandte Chemie International Edition in English, 1996
- Mononucleoside Phosphotriester Derivatives with S-Acyl-2-thioethyl Bioreversible Phosphate-Protecting Groups: Intracellular Delivery of 3'-Azido-2',3'-dideoxythymidine 5'-MonophosphateJournal of Medicinal Chemistry, 1995
- Minireview: nucleotide prodrugsAntiviral Research, 1995
- Intracellular delivery of bioactive AZT nucleotides by aryl phosphate derivatives of AZTJournal of Medicinal Chemistry, 1993
- Phosphorylation of 3'-azido-3'-deoxythymidine and selective interaction of the 5'-triphosphate with human immunodeficiency virus reverse transcriptase.Proceedings of the National Academy of Sciences, 1986