Synthesis of urine drug metabolites: glucuronic acid glycosides of phenol intermediates.
The investigation of drug metabolism requires substantial amount of metabolites. Isolation from urine is tedious, therefore, the material obtained by synthesis is preferred. Substantial amounts of three tentative drug metabolites, phenolic glucuronides, have been prepared using easily available glycosyl donors. The final products [3(2-N-methyl-N-isopropylaminoethoxy)phenyl] beta-D-glucopyranosiduronic acid, 4-amino-3,5-dimethylphenyl beta-D-glucopyranosiduronic acid and [2(S)-propanoyl-6-O-naphthyl] beta-D-glucopyranuronic acid are useful as, for example, reference material in metabolite investigations.
Arewång
Carl Johan
CJ
Department of Chemistry, AstraZeneca, R&D Södertälje, S-151 85 Södertälje, Sweden.
Lahmann
Martina
M
Oscarson
Stefan
S
Tidén
Anna-Karin
AK
D020723:Glucuronic Acid / Q000138:chemical synthesis* / Q000737:chemistry / Q000652:urine*; D006027:Glycosides / Q000138:chemical synthesis* / Q000737:chemistry / Q000652:urine*; D015394:Molecular Structure; D010636:Phenols / Q000378:metabolism* / Q000652:urine
D006027:Glycosides; D010636:Phenols; D020723:Glucuronic Acid