Discovery of potent and selective succinyl hydroxamate inhibitors of matrix metalloprotease-3 (stromelysin-1)

被引：24
|
作者：
Fray, MJ [1 ]
Dickinson, RP [1 ]
机构：
[1] Pfizer Global Res & Dev, Dept Discovery Chem, Sandwich CT13 9NJ, Kent, England
来源：
BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2001年 / 11卷 / 04期
关键词：
D O I：
10.1016/S0960-894X(00)00720-4
中图分类号：
R914 [药物化学];
学科分类号：
100701 ;
摘要：
Structure-activity relationships are described for a series of succinyl hydroxamic acids 4a-o as potent and selective inhibitors of matrix metalloprotease-3 (stromelysin-1). Optimisation of P1' and P3' groups gave compound 4j (MMP-3 IC50 = 5.9nM) which was >140-fold less potent against MMP-1 (IC50 = 51,000nM), MMP-2 (IC50=1790nM), MMP-9 (IC50 = 840 nM) and MMP-14 (IC50 = 1900 nM). (C) 2001 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码：571 / 574
页数：4
相关论文
共 50 条
  • [31] Discovery and development of pyrrolidinoiminopyrimidinones as potent and selective BACE1 inhibitors
    Zhu, Zhaoning
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 2012, 243
  • [32] Stromelysin-1 (matrix metalloproteinase-3) and tissue inhibitor of metalloproteinase-3 are overexpressed in the wall of abdominal aortic aneurysms
    Carrell, TWG
    Burnand, KG
    Wells, GMA
    Clements, JM
    Smith, A
    CIRCULATION, 2002, 105 (04) : 477 - 482
  • [33] Matrix metalloprotease-3 and-9 proteolyze insulin-like growth factor-binding protein-1
    Coppock, HA
    White, A
    Aplin, JD
    Westwood, M
    BIOLOGY OF REPRODUCTION, 2004, 71 (02) : 438 - 443
  • [34] Interleukin-1β triggers matrix metalloprotease-3 expression through p65/RelA activation in melanoma cells
    Nunomura, Junichi
    Nakano, Rei
    Naruke, Atsuto
    Suwabe, Yoko
    Nakano, Masumi
    Yachiku, Naoya
    Kuji, Manami
    Sugimura, Mana
    Namba, Shinichi
    Kitanaka, Taku
    Kitanaka, Nanako
    Sugiya, Hiroshi
    Nakayama, Tomohiro
    PLOS ONE, 2022, 17 (11):
  • [35] Discovery of Novel, Potent, and Selective Inhibitors of 3-Phosphoinositide-Dependent Kinase (PDK1)
    Murphy, Sean T.
    Alton, Gordon
    Bailey, Simon
    Baxi, Sangita M.
    Burke, Benjamin J.
    Chappie, Thomas A.
    Ermolieff, Jacques
    Ferre, RoseAnn
    Greasley, Samantha
    Hickey, Michael
    Humphrey, John
    Kablaoui, Natasha
    Kath, John
    Kazmirski, Steven
    Kraus, Michelle
    Kupchinsky, Stan
    Li, John
    Lingardo, Laura
    Marx, Matthew A.
    Richter, Dan
    Tanis, Steven P.
    Tran, Khanh
    Vernier, William
    Xie, Zhi
    Yin, Min-Jean
    Yu, Xiao-Hong
    JOURNAL OF MEDICINAL CHEMISTRY, 2011, 54 (24) : 8490 - 8500
  • [36] Discovery of potent and selective CSNK1A1 inhibitors for solid tumor therapy
    Corsello, Steven M.
    Zhang, Huajia
    Rupaimoole, Rajesha
    Schulze, Volker K.
    Lemos, Clara
    Handing, Kasia B.
    Orsi, Douglas L.
    Shekhar, Mrinal
    Sack, Ulrike
    Christian, Sven
    Bone, Wilhelm
    Humeidi, Ranad
    Colgan, William
    Hoyt, Stephanie
    Cherniack, Andrew
    Schroder, Jens
    Kaulfuss, Stefan
    Brzezinka, Krzysztof
    von Ahsen, Oliver
    Mengel, Anne
    Hillig, Roman C.
    Suelzle, Detlev
    Mortier, Jeremie
    Harrington, Caitlin
    Nagari, Rohith
    Wierzbinska, Justyna
    Chiang, Derek
    Beckmann, Georg
    Olive, Meagan
    Udeshi, Namrata
    Apffel, Annie
    Carr, Steven
    Lienau, Philip
    Lechner, Christian
    Boemer, Ulf
    Caliman, Alisha
    McKinney, David
    Wagner, Florence
    Mumberg, Dominik
    Bauser, Marcus
    Haegebarth, Andrea
    Eis, Knut
    Eheim, Ashley
    Golub, Todd R.
    CANCER RESEARCH, 2022, 82 (12)
  • [37] Discovery of fluoroquinolone derivatives as potent, selective inhibitors of PI3Kγ
    Sha, Shao
    Han, Hong-Wei
    Gao, Fei
    Liu, Tian-Bao
    Li, Zhen
    Xu, Chi
    Zhong, Wei-Qing
    Zhu, Hai-Liang
    MEDCHEMCOMM, 2015, 6 (11) : 2029 - 2035
  • [38] Structure-Guided Discovery of Potent and Selective DYRK1A Inhibitors
    Weber, Csaba
    Sipos, Melinda
    Paczal, Attila
    Balint, Balazs
    Kun, Vilibald
    Foloppe, Nicolas
    Dokurno, Pawel
    Massey, Andrew J.
    Walmsley, David Lee
    Hubbard, Roderick E.
    Murray, James
    Benwell, Karen
    Edmonds, Thomas
    Demarles, Didier
    Bruno, Alain
    Burbridge, Mike
    Cruzalegui, Francisco
    Kotschy, Andras
    JOURNAL OF MEDICINAL CHEMISTRY, 2021, 64 (10) : 6745 - 6764
  • [39] Discovery of Potent and Selective Inhibitors of Human Reticulocyte 15-Lipoxygenase-1
    Rai, Ganesha
    Kenyon, Victor
    Jadhav, Ajit
    Schultz, Lena
    Armstrong, Michelle
    Jameson, J. Brian, II
    Hoobler, Eric
    Leister, William
    Simeonov, Anton
    Holman, Theodore R.
    Maloney, David J.
    JOURNAL OF MEDICINAL CHEMISTRY, 2010, 53 (20) : 7392 - 7404
  • [40] Discovery of benzoylpiperazines as a novel class of potent and selective GlyT1 inhibitors
    Pinard, Emmanuel
    Alberati, Daniela
    Borroni, Edilio
    Fischer, Holger
    Hainzl, Dominik
    Jolidon, Synese
    Moreau, Jean-Luc
    Narquizian, Robert
    Nettekoven, Matthias
    Norcross, Roger D.
    Stalder, Henri
    Thomas, Andrew W.
    BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2008, 18 (18) : 5134 - 5139
12345