SYNTHESIS AND EVALUATION OF NOVEL DAUNOMYCIN-PHOSPHATE-BETA-GLUCURONIDE, DAUNOMYCIN-PHOSPHATE-BETA-GLUCOSIDE, DAUNOMYCIN-SULFATE-BETA-GLUCURONIDE AND DAUNOMYCIN-SULFATE-BETA-GLUCOSIDE PRODRUGS FOR APPLICATION IN ADEPT

Authors
LEENDERS RGG SCHEEREN HW HOUBA PHJ BOVEN E HAISMA HJ
Citation
Rgg. Leenders et al., SYNTHESIS AND EVALUATION OF NOVEL DAUNOMYCIN-PHOSPHATE-BETA-GLUCURONIDE, DAUNOMYCIN-PHOSPHATE-BETA-GLUCOSIDE, DAUNOMYCIN-SULFATE-BETA-GLUCURONIDE AND DAUNOMYCIN-SULFATE-BETA-GLUCOSIDE PRODRUGS FOR APPLICATION IN ADEPT, Bioorganic & medicinal chemistry letters, 5(24), 1995, pp. 2975-2980
Citations number
32
Categorie Soggetti
Chemistry Inorganic & Nuclear","Chemistry Medicinal
Journal title
Bioorganic & medicinal chemistry letters → ACNP
ISSN journal
0960894X
Volume
5
Issue
24
Year of publication
1995
Pages
2975 - 2980
Database
ISI
SICI code
0960-894X(1995)5:24<2975:SAEOND>2.0.ZU;2-Y
Abstract
The synthesis, antiproliferative effect and enzymatic hydrolysis of da unomycin-3'-N- and -4'-O-phosphate and -sulfate derivatives and of dau nomycin-3'-N-CO-beta-glucuronide and -beta-glucoside, designed to be p rodrugs in ADEPT are described. The phosphate derivatives were almost as toxic as the parent drug whereas the sulfates were not hydrolyzed b y aryl sulfatases, Glucuronyl and glucosyl prodrugs were found to be u seful for application in ADEPT.