title: Synthesis of carbocyclic orotidine analogs as potential orotidine decarboxylase inhibitors.
abstract: An asymmetric synthesis of carbocyclic orotidine 15 and its monophosphate 16 were accomplished via the key intermediate cyclopentanone 4, which was prepared from D-gamma-ribonolactone in steps. None of synthesized the compounds inhibited orotidine 5'-monophosphate decarboxylase (EC 4.1.1.23) or orotate phosphoribosyltransferase (EC 2.4.2.10).
authors.affiliation: Department of Pharmaceutical and Biomedical Sciences, College of Pharmacy, The University of Georgia, Athens 30602, USA.
authors.forename: G Y
authors.initials: GY
authors.lastname: Song
authors.forename: F N
authors.initials: FN
authors.lastname: Naguib
authors.forename: M H
authors.initials: MH
authors.lastname: el Kouni
authors.forename: C K
authors.initials: CK
authors.lastname: Chu
mesh_terms: D000146:Acids, Carbocyclic / Q000737:chemistry; D000818:Animals; D001671:Biochemistry / Q000379:methods; D004791:Enzyme Inhibitors / Q000138:chemical synthesis* / Q000378:metabolism / Q000494:pharmacology*; D005260:Female; D006801:Humans; D008099:Liver / Q000187:drug effects / Q000201:enzymology; D051379:Mice; D008815:Mice, Inbred Strains; D009962:Orotate Phosphoribosyltransferase / Q000037:antagonists & inhibitors; D009964:Orotidine-5'-Phosphate Decarboxylase / Q000037:antagonists & inhibitors*; D013329:Structure-Activity Relationship; D014529:Uridine / Q000031:analogs & derivatives* / Q000737:chemistry
chemical_list: D000146:Acids, Carbocyclic; D004791:Enzyme Inhibitors; C008714:orotidine; D009962:Orotate Phosphoribosyltransferase; D009964:Orotidine-5'-Phosphate Decarboxylase; D014529:Uridine