Substituted coumarins as potent 5-lipoxygenase inhibitors

被引：42

作者：

Grimm, EL ^{[1
]}

Brideau, C ^{[1
]}

Chauret, N ^{[1
]}

Chan, CC ^{[1
]}

Delorme, D ^{[1
]}

Ducharme, Y ^{[1
]}

Ethier, D ^{[1
]}

Falgueyret, JP ^{[1
]}

Friesen, RW ^{[1
]}

Guay, J ^{[1
]}

Hamel, P ^{[1
]}

Riendeau, D ^{[1
]}

Soucy-Breau, C ^{[1
]}

Tagari, P ^{[1
]}

Girard, Y ^{[1
]}

机构：

[1] Merck Frosst Ctr Therapeut Res, Kirkland, PQ H9H 3L1, Canada

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2006年 / 16卷 / 09期

关键词：

5-lipoxygenase; leukotrienene inhibitor; coumarin; structure-activity relationship;

D O I：

10.1016/j.bmcl.2006.01.085

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Leukotriene biosynthesis inhibitors have potential as therapeutic agents for asthma and inflammatory diseases. A novel series of substituted coumarin derivatives has been synthesized and the structure-activity relationship was evaluated with respect to their ability to inhibit the formation of leukotrienes via the human 5-lipoxygenase enzyme. (C) 2006 Elsevier Ltd. All rights reserved.

引用

页码：2528 / 2531

页数：4

共 33 条

[1]

Balkan Ayla, 2003, Current Medicinal Chemistry - Anti-Inflammatory & Anti-Allergy Agents, V2, P9, DOI 10.2174/1568014033355853

[2] THE LONG-TERM EFFECTS OF NEDOCROMIL SODIUM AND BECLOMETHASONE DIPROPIONATE ON BRONCHIAL RESPONSIVENESS TO METHACHOLINE IN NONATOPIC ASTHMATIC SUBJECTS [J].

BEL, EH ;

TIMMERS, MC ;

HERMANS, J ;

DIJKMAN, JH ;

STERK, PJ .

AMERICAN REVIEW OF RESPIRATORY DISEASE, 1990, 141 (01) :21-28

[3] (METHOXYALKYL)THIAZOLES - A NEW SERIES OF POTENT, SELECTIVE, AND ORALLY ACTIVE 5-LIPOXYGENASE INHIBITORS DISPLAYING HIGH ENANTIOSELECTIVITY [J].

BIRD, TGC ;

BRUNEAU, P ;

CRAWLEY, GC ;

EDWARDS, MP ;

FOSTER, SJ ;

GIRODEAU, JM ;

KINGSTON, JF ;

MCMILLAN, RM .

JOURNAL OF MEDICINAL CHEMISTRY, 1991, 34 (07) :2176-2186

[4] PHARMACOLOGY OF MK-0591 (3-[1-(4-CHLOROBENZYL)-3-(T-BUTYLTHIO)-5-(QUINOLIN-2-YL-METHOXY)-INDOL-2-YL]-2,2-DIMETHYL PROPANOIC ACID), A POTENT, ORALLY ACTIVE LEUKOTRIENE BIOSYNTHESIS INHIBITOR [J].

BRIDEAU, C ;

CHAN, C ;

CHARLESON, S ;

DENIS, D ;

EVANS, JF ;

FORDHUTCHINSON, AW ;

FORTIN, R ;

GILLARD, JW ;

GUAY, J ;

GUEVREMONT, D ;

HUTCHINSON, JH ;

JONES, TR ;

LEGER, S ;

MANCINI, JA ;

MCFARLANE, CS ;

PICKETT, C ;

PIECHUTA, H ;

PRASIT, P ;

RIENDEAU, D ;

ROUZER, CA ;

TAGARI, P ;

VICKERS, PJ ;

YOUNG, RN ;

ABRAHAM, WM .

CANADIAN JOURNAL OF PHYSIOLOGY AND PHARMACOLOGY, 1992, 70 (06) :799-807

[5] Modulators of leukotriene biosynthesis and receptor activation [J].

Brooks, CDW ;

Summers, JB .

JOURNAL OF MEDICINAL CHEMISTRY, 1996, 39 (14) :2629-2654

[6]

Chauret N, 1995, DRUG METAB DISPOS, V23, P1325

[7]

CHAURET N, UNPUB

[8] Preparation and evaluation of sulfur-containing metal chelators [J].

Clavier, S ;

Rist, O ;

Hansen, S ;

Gerlach, LO ;

Högberg, T ;

Bergman, J .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2003, 1 (23) :4248-4253

[9] Quinolines as potent 5-lipoxygenase inhibitors:: Synthesis and biological profile of L-746,530 [J].

Dubé, D ;

Blouin, M ;

Brideau, C ;

Chan, CC ;

Desmarais, S ;

Ethier, D ;

Falgueyret, JP ;

Friesen, RW ;

Girard, M ;

Girard, Y ;

Guay, J ;

Riendeau, D ;

Tagari, P ;

Young, RN .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1998, 8 (10) :1255-1260

[10] CHARACTERIZATION OF THE ARACHIDONATE AND ATP BINDING-SITES OF HUMAN 5-LIPOXYGENASE USING PHOTOAFFINITY-LABELING AND ENZYME IMMOBILIZATION [J].

FALGUEYRET, JP ;

DENIS, D ;

MACDONALD, D ;

HUTCHINSON, JH ;

RIENDEAU, D .

BIOCHEMISTRY, 1995, 34 (41) :13603-13611

← 1 2 3 4 →