Synthesis and biological evaluation of 1,3,4-triaryl-3-pyrrolin-2-ones, a new class of selective cyclooxygenase-2 inhibitors

被引:34
作者
Bosch, J [1 ]
Roca, T
Catena, JL
Llorens, O
Pérez, JJ
Lagunas, C
Fernández, AG
Miquel, I
Fernández-Serrat, A
Farrerons, C
机构
[1] Univ Barcelona, Fac Pharm, Organ Chem Lab, E-08028 Barcelona, Spain
[2] Tech Univ Catalonia, Dept Chem Engn, Barcelona 08028, Spain
[3] Labs SALVAT SA, R&D Ctr, Barcelona 08950, Spain
关键词
D O I
10.1016/S0960-894X(00)00329-2
中图分类号
R914 [药物化学];
学科分类号
100701 ;
摘要
The synthesis and structure-activity relationships (SAR) of a series of novel selective COX-2 inhibitors are reported. The results show that some of the 1,3,4-triaryl-3-pyrrolin-2-ones 1 are more potent as COX-2 inhibitors than celecoxib, and that lactam 1d has the same selectivity. (C) 2000 Elsevier Science Ltd. All rights reserved.
引用
收藏
页码:1745 / 1748
页数:4
相关论文
共 27 条
  • [1] GASTROINTESTINAL DAMAGE ASSOCIATED WITH THE USE OF NONSTEROIDAL ANTIINFLAMMATORY DRUGS
    ALLISON, MC
    HOWATSON, AG
    TORRANCE, CJ
    LEE, FD
    RUSSELL, RI
    [J]. NEW ENGLAND JOURNAL OF MEDICINE, 1992, 327 (11) : 749 - 754
  • [2] Beuck M, 1999, ANGEW CHEM INT EDIT, V38, P631, DOI 10.1002/(SICI)1521-3773(19990301)38:5<631::AID-ANIE631>3.0.CO
  • [3] 2-S
  • [4] A human whole blood assay for clinical evaluation of biochemical efficacy of cyclooxygenase inhibitors
    Brideau, C
    Kargman, S
    Liu, S
    Dallob, AL
    Ehrich, EW
    Rodger, IW
    Chan, CC
    [J]. INFLAMMATION RESEARCH, 1996, 45 (02) : 68 - 74
  • [5] Recently reported inhibitors of cyclooxygenase-2
    Carter, JS
    [J]. EXPERT OPINION ON THERAPEUTIC PATENTS, 1998, 8 (01) : 21 - 29
  • [6] CHAN CC, 1996, ADV EXP MED BIOL, V407, P157
  • [7] DUCHARME Y, 1995, Patent No. 9518799
  • [8] NS-398, A NEW ANTIINFLAMMATORY AGENT, SELECTIVELY INHIBITS PROSTAGLANDIN-G/H SYNTHASE CYCLOOXYGENASE (COX-2) ACTIVITY IN-VITRO
    FUTAKI, N
    TAKAHASHI, S
    YOKOYAMA, M
    ARAI, I
    HIGUCHI, S
    OTOMO, S
    [J]. PROSTAGLANDINS, 1994, 47 (01): : 55 - 59
  • [10] The interaction of arginine 106 of human prostaglandin G/H synthase-2 with inhibitors is not a universal component of inhibition mediated by nonsteroidal anti-inflammatory drugs
    Greig, GM
    Francis, DA
    Falgueyret, JP
    Ouellet, M
    Percival, MD
    Roy, P
    Bayly, C
    Mancini, JA
    ONeill, GP
    [J]. MOLECULAR PHARMACOLOGY, 1997, 52 (05) : 829 - 838