title: [Conjugation reactions of ciprofibrate with human and laboratory animals].
abstract: An open problem of the lipid lowering agent ciprofibrate (rac-2-[4-(2,2-dichlorocyclopropyl)-phenoxy]-2-methylpropanoic acid, CAS 52214-84-3) is its metabolism concerning the conjugation with amino acids and glucuronic acid. It could be solved by syntheses of the needed reference compounds--unknown up to now--and administration of ciprofibrate to volunteers and rats. Unexpectedly the conjugation compounds with amino acids are stable in vitro and in metabolism. There was no evidence for any conjugation reaction with amino acids by investigating samples of urine and faeces. On the contrary the urine of humans contains 90-97% of beta-O-acylglucuronide, whereas rat urine shows only 10% of the calculated amount.
authors.affiliation: Biologisch-Pharmazeutische Fakultät, Friedrich-Schiller-Universität Jena, Institut für Pharmazie, Lehrstuhl für Pharmazeutische/Medizinische Chemie, 07743 Jena, Germany. b8oehe@rz.uni-jena.de
authors.forename: Herbert
authors.initials: H
authors.lastname: Oelschläger
authors.forename: Dieter
authors.initials: D
authors.lastname: Müller
authors.forename: Karl-Heinz
authors.initials: KH
authors.lastname: Hellwich
authors.forename: Sieglinde
authors.initials: S
authors.lastname: Ueberall
authors.forename: Andreas
authors.initials: A
authors.lastname: Seeling
authors.forename: Heike
authors.initials: H
authors.lastname: Machts
authors.forename: Brit
authors.initials: B
authors.lastname: Hofmann
authors.forename: Reinhild
authors.initials: R
authors.lastname: Glöckner
mesh_terms: D000596:Amino Acids / Q000378:metabolism; D000818:Animals; D001711:Biotransformation; D002851:Chromatography, High Pressure Liquid; D002995:Clofibric Acid / Q000031:analogs & derivatives* / Q000493:pharmacokinetics* / Q000652:urine; D004355:Drug Stability; D005243:Feces / Q000737:chemistry; D058607:Fibric Acids; D020723:Glucuronic Acid / Q000378:metabolism; D020719:Glucuronides / Q000378:metabolism / Q000652:urine; D006801:Humans; D006868:Hydrolysis; D000960:Hypolipidemic Agents / Q000493:pharmacokinetics* / Q000652:urine; D013058:Mass Spectrometry; D051381:Rats
chemical_list: D000596:Amino Acids; D058607:Fibric Acids; D020719:Glucuronides; D000960:Hypolipidemic Agents; D002995:Clofibric Acid; D020723:Glucuronic Acid; C019304:ciprofibrate