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

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2000年 / 10卷 / 15期

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 [J].

ALLISON, MC ;

HOWATSON, AG ;

TORRANCE, CJ ;

LEE, FD ;

RUSSELL, RI .

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 [J].

Brideau, C ;

Kargman, S ;

Liu, S ;

Dallob, AL ;

Ehrich, EW ;

Rodger, IW ;

Chan, CC .

INFLAMMATION RESEARCH, 1996, 45 (02) :68-74

[5] Recently reported inhibitors of cyclooxygenase-2 [J].

Carter, JS .

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 [J].

FUTAKI, N ;

TAKAHASHI, S ;

YOKOYAMA, M ;

ARAI, I ;

HIGUCHI, S ;

OTOMO, S .

PROSTAGLANDINS, 1994, 47 (01) :55-59

[9] A COMPUTATIONAL-PROCEDURE FOR DETERMINING ENERGETICALLY FAVORABLE BINDING-SITES ON BIOLOGICALLY IMPORTANT MACROMOLECULES [J].

GOODFORD, PJ .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (07) :849-857

[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 [J].

Greig, GM ;

Francis, DA ;

Falgueyret, JP ;

Ouellet, M ;

Percival, MD ;

Roy, P ;

Bayly, C ;

Mancini, JA ;

ONeill, GP .

MOLECULAR PHARMACOLOGY, 1997, 52 (05) :829-838