Potent and selective proline derived dipeptidyl peptidase IV inhibitors

被引：49
|
作者：
Edmondson, SD
Mastracchio, A
Beconi, M
Colwell, LF
Habulihaz, B
He, HB
Kumar, SJ
Leiting, B
Lyons, KA
Mao, A
Marsilio, F
Patel, RA
Wu, JK
Zhu, L
Thornberry, NA
Weber, AE
Parmee, ER
机构：
[1] Merck & Co Inc, Dept Med Chem, Rahway, NJ 07065 USA
[2] Merck & Co Inc, Dept Drug Metab, Rahway, NJ 07065 USA
[3] Merck & Co Inc, Dept Metab Disorders, Rahway, NJ 07065 USA
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2004年 / 14卷 / 20期
关键词：
dipeptidyl peptidase IV; selective; proline amide; thiazolidine; type; 2; diabetes;
D O I：
10.1016/j.bmcl.2004.07.056
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
In-house screening of the Merck sample collection identified proline derived homophenylalanine 3 as a DPP-IV inhibitor with modest potency (DPP-IV IC50 = 1.9 muM). Optimization of 3 led to compound 37, which is among the most potent and selective DPP-IV inhibitors discovered to date. (C) 2004 Elsevier Ltd. All rights reserved.
引用
收藏
页码：5151 / 5155
页数：5
相关论文
共 50 条
  • [1] Discovery of potent and selective orally bioavailable β-substituted phenylalanine derived dipeptidyl peptidase IV inhibitors
    Edmondson, SD
    Mastracchio, A
    Duffy, JL
    Eiermann, GJ
    He, HB
    Ita, I
    Leiting, B
    Leone, JF
    Lyons, KA
    Makarewicz, AM
    Patel, RA
    Petrov, A
    Wu, JK
    Nancy, AT
    Weber, AE
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (12) : 3048 - 3052
  • [2] Xanthine mimetics as potent dipeptidyl peptidase IV inhibitors
    Kurukulasuriya, Ravi
    Rohde, Jeffrey J.
    Szczepankiewicz, Bruce G.
    Basha, Fatima
    Lai, Chunqui
    Jae, Hwan-Soo
    Winn, Martin
    Stewart, Kent D.
    Longenecker, Kenton L.
    Lubben, Thomas W.
    Ballaron, Stephen J.
    Sham, Hing L.
    von Geldern, Thomas W.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2006, 16 (24) : 6226 - 6230
  • [3] The therapeutic potential of inhibitors of dipeptidyl peptidase IV (DPP IV) and related proline-specific dipeptidyl aminopeptidases
    Augustyns, K
    Van der Veken, P
    Senten, K
    Haemers, A
    CURRENT MEDICINAL CHEMISTRY, 2005, 12 (08) : 971 - 998
  • [4] Discovery of β-aminoacyl containing thiazolidine derivatives as potent and selective dipeptidyl peptidase IV inhibitors
    Park, Woul Seong
    Kang, Seung Kyu
    Jun, Mi Ae
    Shin, Mi Sik
    Kim, Ki Young
    Rhee, Sang Dal
    Bae, Myung Ae
    Kim, Min Sun
    Kim, Kwang Rok
    Kang, Nam Sook
    Yoo, Sung-eun
    Lee, Jie Oh
    Song, Dong Hyun
    Silinski, Peter
    Schneider, Stephen Edward
    Ahn, Jin Hee
    Kim, Sung Soo
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2011, 21 (05) : 1366 - 1370
  • [5] Diprolyl nitriles as potent dipeptidyl peptidase IV inhibitors
    Zhao, GH
    Taunk, PC
    Magnin, DR
    Simpkins, LM
    Robl, JA
    Wang, AY
    Robertson, JG
    Marcinkeviciene, J
    Sitkoff, DF
    Parker, RA
    Kirby, MS
    Hamann, LG
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (18) : 3992 - 3995
  • [6] Potent inhibitors of dipeptidyl peptidase IV and their mechanisms of inhibition
    Stöckel-Maschek, A
    Stiebitz, B
    Born, I
    Faust, J
    Mögelin, W
    Neubert, K
    CELLULAR PEPTIDASES IN IMMUNE FUNCTIONS AND DISEASES 2, 2000, 477 : 117 - 123
  • [7] Ketopyrrolidines and ketoazetidines as potent dipeptidyl peptidase IV (DPP IV) inhibitors
    Ferraris, D
    Ko, YS
    Calvin, D
    Chiou, T
    Lautar, S
    Thomas, B
    Wozniak, K
    Rojas, C
    Kalish, V
    Belyakov, S
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2004, 14 (22) : 5579 - 5583
  • [8] Discovery of β-homophenylalanine based pyrrolidin-2-ylmethyl amides and sulfonamides as highly potent and selective inhibitors of dipeptidyl peptidase IV
    Nordhoff, Sonja
    Cerezo-Galvez, Silvia
    Deppe, Holger
    Hill, Oliver
    Lopez-Canet, Meritxell
    Rummey, Christian
    Thiemann, Meinolf
    Matassa, Victor G.
    Edwards, Paul J.
    Feurer, Achim
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2009, 19 (15) : 4201 - 4203
  • [9] Discovery of potent, selective, and orally bioavailable quinoline-based dipeptidyl peptidase IV inhibitors targeting Lys554
    Maezaki, Hironobu
    Banno, Yoshihiro
    Miyamoto, Yasufumi
    Moritou, Yuusuke
    Asakawa, Tomoko
    Kataoka, Osamu
    Takeuchi, Koji
    Suzuki, Nobuhiro
    Ikedo, Koji
    Kosaka, Takuo
    Sasaki, Masako
    Tsubotani, Shigetoshi
    Tani, Akiyoshi
    Funami, Miyuki
    Yamamoto, Yoshio
    Tawada, Michiko
    Aertgeerts, Kathleen
    Yano, Jason
    Oi, Satoru
    BIOORGANIC & MEDICINAL CHEMISTRY, 2011, 19 (15) : 4482 - 4498
  • [10] Discovery of 3-aminopiperidines as potent, selective, and orally bioavailable dipeptidyl peptidase IV inhibitors
    Cox, Jason M.
    Harper, Bart
    Mastracchio, Anthony
    Leiting, Barbara
    Roy, Ranabir Sinha
    Patel, Reshma A.
    Wu, Joseph K.
    Lyons, Kathryn A.
    He, Huaibing
    Xu, Shiyao
    Zhu, Bing
    Thornberry, Nancy A.
    Weber, Ann E.
    Edmondson, Scott D.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2007, 17 (16) : 4579 - 4583
12345