Synthesis and anti-herpes simplex activity of analogues of phosphonoacetic acid.

Autor: Herrin TR, Fairgrieve JS, Bower RR, Shipkowitz NL
Jazyk: angličtina
Zdroj: Journal of medicinal chemistry [J Med Chem] 1977 May; Vol. 20 (5), pp. 660-3.
DOI: 10.1021/jm00215a008
Abstrakt: 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.
Databáze: MEDLINE