title: 2(S)-(Cycloalk-1-enecarbonyl)-1-(4-phenyl-butanoyl)pyrrolidines and 2(S)-(aroyl)-1-(4-phenylbutanoyl)pyrrolidines as prolyl oligopeptidase inhibitors.
abstract: In order to replace the P2-P1 amide group, different 1-cycloalkenyls and 2-aryls were studied in the place of the P1 pyrrolidine group of a 4-phenylbutanoyl-L-Pro-pyrrolidine structure, which is a well-known prolyl oligopeptidase inhibitor SUAM-1221. The 1-cyclopentenyl and the 2-thienyl groups gave novel compounds, which were equipotent with the corresponding pyrrolidine-analog SUAM-1221. It was shown that the P2-P1 amide group of POP inhibitors can be replaced by an alpha,beta-unsaturated carbonyl group or the aryl conjugated carbonyl group.
authors.affiliation: Department of Pharmaceutical Chemistry, University of Kuopio, PO Box 1627, FI-70211 Kuopio, Finland. Elina.Jarho@uku.fi
authors.forename: Elina M
authors.initials: EM
authors.lastname: Jarho
authors.forename: Jarkko I
authors.initials: JI
authors.lastname: Venäläinen
authors.forename: Sami
authors.initials: S
authors.lastname: Poutiainen
authors.forename: Harri
authors.initials: H
authors.lastname: Leskinen
authors.forename: Jouko
authors.initials: J
authors.lastname: Vepsäläinen
authors.forename: Johannes A M
authors.initials: JA
authors.lastname: Christiaans
authors.forename: Markus M
authors.initials: MM
authors.lastname: Forsberg
authors.forename: Pekka T
authors.initials: PT
authors.lastname: Männistö
authors.forename: Erik A A
authors.initials: EA
authors.lastname: Wallén
mesh_terms: D000818:Animals; D009682:Magnetic Resonance Spectroscopy; D000085822:Prolyl Oligopeptidases; D011480:Protease Inhibitors / Q000494:pharmacology*; D011759:Pyrrolidines / Q000737:chemistry / Q000494:pharmacology*; D012697:Serine Endopeptidases / Q000187:drug effects*; D021241:Spectrometry, Mass, Electrospray Ionization; D013552:Swine
chemical_list: D011480:Protease Inhibitors; D011759:Pyrrolidines; D012697:Serine Endopeptidases; D000085822:Prolyl Oligopeptidases