title: Potent non-nitrile dipeptidic dipeptidyl peptidase IV inhibitors.
abstract: The synthesis and structure-activity relationships of novel dipeptidyl peptidase IV inhibitors replacing the classical cyanopyrrolidine P1 group with other small nitrogen heterocycles are described. A unique potency enhancement was achieved with beta-branched natural and unnatural amino acids, particularly adamantylglycines, linked to a (2S,3R)-2,3-methanopyrrolidine based scaffold.
authors.affiliation: Bristol-Myers Squibb Research and Development, PO Box 5400, Princeton, NJ 08543-5400, USA.
authors.forename: Ligaya M
authors.initials: LM
authors.lastname: Simpkins
authors.forename: Scott
authors.initials: S
authors.lastname: Bolton
authors.forename: Zulan
authors.initials: Z
authors.lastname: Pi
authors.forename: James C
authors.initials: JC
authors.lastname: Sutton
authors.forename: Chet
authors.initials: C
authors.lastname: Kwon
authors.forename: Guohua
authors.initials: G
authors.lastname: Zhao
authors.forename: David R
authors.initials: DR
authors.lastname: Magnin
authors.forename: David J
authors.initials: DJ
authors.lastname: Augeri
authors.forename: Timur
authors.initials: T
authors.lastname: Gungor
authors.forename: David P
authors.initials: DP
authors.lastname: Rotella
authors.forename: Zhong
authors.initials: Z
authors.lastname: Sun
authors.forename: Yajun
authors.initials: Y
authors.lastname: Liu
authors.forename: William S
authors.initials: WS
authors.lastname: Slusarchyk
authors.forename: Jovita
authors.initials: J
authors.lastname: Marcinkeviciene
authors.forename: James G
authors.initials: JG
authors.lastname: Robertson
authors.forename: Aiying
authors.initials: A
authors.lastname: Wang
authors.forename: Jeffrey A
authors.initials: JA
authors.lastname: Robl
authors.forename: Karnail S
authors.initials: KS
authors.lastname: Atwal
authors.forename: Robert L
authors.initials: RL
authors.lastname: Zahler
authors.forename: Rex A
authors.initials: RA
authors.lastname: Parker
authors.forename: Mark S
authors.initials: MS
authors.lastname: Kirby
authors.forename: Lawrence G
authors.initials: LG
authors.lastname: Hamann
mesh_terms: D004151:Dipeptides / Q000737:chemistry* / Q000494:pharmacology; D054873:Dipeptidyl-Peptidase IV Inhibitors / Q000737:chemistry* / Q000494:pharmacology; D004353:Drug Evaluation, Preclinical; D006801:Humans; D009570:Nitriles / Q000737:chemistry / Q000494:pharmacology; D013329:Structure-Activity Relationship
chemical_list: D004151:Dipeptides; D054873:Dipeptidyl-Peptidase IV Inhibitors; D009570:Nitriles