Synthesis of acyclic nucleoside phosphonates as antiviral compounds
- 1 September 2000
- journal article
- research article
- Published by Wiley in Journal of Heterocyclic Chemistry
- Vol. 37 (5) , 1187-1191
- https://doi.org/10.1002/jhet.5570370527
Abstract
Reaction of 6‐chloropyrimidines with diethyl [(2‐aminoethoxy)methyl]phosphonate allows for a ready access to acyclic nucleoside phosphonates. A series of 5‐substituted pyrimidines bearing a phosphonate side chain at position 6 were synthesized and tested against herpes simplex viruses (HSV‐1 and HSV‐2) and human immunodeficiency virus (HIV‐1). Some compounds showed weak antiviral activity against HSV‐1.Keywords
This publication has 17 references indexed in Scilit:
- Structure−Antiviral Activity Relationship in the Series of Pyrimidine and Purine N-[2-(2-Phosphonomethoxy)ethyl] Nucleotide Analogues. 1. Derivatives Substituted at the Carbon Atoms of the BaseJournal of Medicinal Chemistry, 1999
- Toward Improved Anti-HIV Chemotherapy: Therapeutic Strategies for Intervention with HIV InfectionsJournal of Medicinal Chemistry, 1995
- Optimization ofin VitroFlux Through Hairless Mouse Skin of Cidofovir, a Potent Nucleotide AnalogJournal of Pharmaceutical Sciences, 1995
- Synthesis of New Acyclic Pyrimidine Nucleoside Analogs as Potential Antiviral DrugsJournal of Medicinal Chemistry, 1994
- Synthesis and Antiviral Activity of Phosphonylmethoxyethyl Derivatives of Purine and Pyrimidine BasesPublished by American Chemical Society (ACS) ,1989
- Synthesis of N-(2-phosphonylmethoxyethyl) derivatives of heterocyclic basesCollection of Czechoslovak Chemical Communications, 1989
- A novel selective broad-spectrum anti-DNA virus agentNature, 1986
- Efficiency and selectivity of (E)-5-(2-bromovinyl)-2′-deoxyuridine and some other 5-substituted 2′-deoxypyrimidine nucleosides as anti-herpes agentsAntiviral Research, 1982
- Oxime and dithiolane derivatives of 5-formyl-2'-deoxyuridine and their 5'-phosphates: antivirial effects and thymidylate synthetase inhibitionJournal of Medicinal Chemistry, 1980
- The facile dealkylation of phosphonic acid dialkyl esters by bromotrimethylsilaneTetrahedron Letters, 1977