1. Synthesis and anti-herpes simplex activity of analogues of phosphonoacetic acid.
- Author
-
Herrin TR, Fairgrieve JS, Bower RR, and Shipkowitz NL
- Subjects
- Acetates pharmacology, Acetates therapeutic use, Animals, Antiviral Agents therapeutic use, DNA-Directed DNA Polymerase metabolism, Depression, Chemical, Dermatitis drug therapy, Female, Mice, Organophosphorus Compounds pharmacology, Organophosphorus Compounds therapeutic use, Acetates chemical synthesis, Antiviral Agents chemical synthesis, Herpes Simplex drug therapy, Organophosphorus Compounds chemical synthesis
- Abstract
The synthesis of monoesters (P and C) of phosphonoacetic acid (PA) is given. The carboxyl esters were prepared by two methods: the reaction of chloroacetates with tris(trimethylsilyl) phosphite, followed by hydrolysis; and by the acid-catalyzed esterification of PA with the appropriate alcohol. P-Monoesters of PA were prepared either by the reaction of alkyl[bis(trimethylsilyl)] phosphite with benzyl chloroacetate followed by deprotection or by the reaction of dimethylphenyl phosphite with benzyl bromoacetate followed by hydrogenolysis. Three aryl- (alkyl-)phosphinic acid derivatives are reported. The above compounds were evaluated for anti-herpes activity against HSV-induced DNA polymerase and in animals infected with herpes dermatitis.
- Published
- 1977
- Full Text
- View/download PDF