Discovery of 2-(5-nitrothiazol-2-ylthio) benzo[d] thiazoles as novel c-Jun N-terminal kinase inhibitors

被引：25

作者：

De, Surya K. ^{[1
]}

Chen, Li-Hsing ^{[1
]}

Stebbins, John L. ^{[1
]}

Machleidt, Thomas ^{[2
]}

Riel-Mehan, Megan ^{[1
]}

Dahl, Russell ^{[1
]}

Chen, Vida ^{[1
]}

Yuan, Hongbin ^{[1
]}

Barile, Elisa ^{[1
]}

Emdadi, Aras ^{[1
]}

Murphy, Ria ^{[1
]}

Pellecchia, Maurizio ^{[1
]}

机构：

[1] Burnham Inst Med Res, La Jolla, CA 92037 USA

[2] Invitrogen Corp, Invitrogen Discovery Serv, Madison, WI 53719 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2009年 / 17卷 / 07期

关键词：

JNK1; JNK2; JIP1; DJNKI; Allosteric kinase inbhibitors; SELECTIVE INHIBITORS; JNK; DESIGN; PEPTIDE; POTENT; IDENTIFICATION; PATHWAYS; DOCKING;

D O I：

10.1016/j.bmc.2009.02.046

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

071010 ; 081704 ;

摘要：

A new series of 2-thioether-benzothiazoles has been synthesized and evaluated for JNK inhibition. The SAR studies led to the discovery of potent, allosteric JNK inhibitors with selectivity against p38. (c) 2009 Elsevier Ltd. All rights reserved.

引用

页码：2712 / 2717

页数：6

共 29 条

[1] Identification of the critical features of a small peptide inhibitor of JNK activity [J].

Barr, RK ;

Kendrick, TS ;

Bogoyevitch, MA .

JOURNAL OF BIOLOGICAL CHEMISTRY, 2002, 277 (13) :10987-10997

[2] SP600125, an anthrapyrazolone inhibitor of Jun N-terminal kinase [J].

Bennett, BL ;

Sasaki, DT ;

Murray, BW ;

O'Leary, EC ;

Sakata, ST ;

Xu, WM ;

Leisten, JC ;

Motiwala, A ;

Pierce, S ;

Satoh, Y ;

Bhagwat, SS ;

Manning, AM ;

Anderson, DW .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2001, 98 (24) :13681-13686

[3] Therapeutic promise of JNK ATP-noncompetitive inhibitors [J].

Bogoyevitch, MA .

TRENDS IN MOLECULAR MEDICINE, 2005, 11 (05) :232-239

[4] Cell-permeable peptide inhibitors of JNK novel blockers of β-cell death [J].

Bonny, C ;

Oberson, A ;

Negri, S ;

Sauser, C ;

Schorderet, DF .

DIABETES, 2001, 50 (01) :77-82

[5]

*CAMBR CRYST DAT C, GOLD VERS 2 1

[6] A cytoplasmic inhibitor of the JNK signal transduction pathway [J].

Dickens, M ;

Rogers, JS ;

Cavanagh, J ;

Raitano, A ;

Xia, ZG ;

Halpern, JR ;

Greenberg, ME ;

Sawyers, CL ;

Davis, RJ .

SCIENCE, 1997, 277 (5326) :693-696

[7] Empirical scoring functions .1. The development of a fast empirical scoring function to estimate the binding affinity of ligands in receptor complexes [J].

Eldridge, MD ;

Murray, CW ;

Auton, TR ;

Paolini, GV ;

Mee, RP .

JOURNAL OF COMPUTER-AIDED MOLECULAR DESIGN, 1997, 11 (05) :425-445

[8] Design and synthesis of the first generation of novel potent, selective, and in vivo active (benzothiazol-2-yl)acetonitrile inhibitors of the c-Jun N-terminal kinase [J].

Gaillard, P ;

Jeanclaude-Etter, I ;

Ardissone, V ;

Arkinstall, S ;

Cambet, Y ;

Camps, M ;

Chabert, C ;

Church, D ;

Cirillo, R ;

Gretener, D ;

Halazy, S ;

Nichols, A ;

Szyndralewiez, C ;

Vitte, PA ;

Gotteland, JP .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (14) :4596-4607

[9] The neuroprotective action of JNK3 inhibitors based on the 6,7-dihydro-5H-pyrrolo[1,2-a]imidazole scaffold [J].

Graczyk, PP ;

Khan, A ;

Bhatia, GS ;

Palmer, V ;

Medland, D ;

Numata, H ;

Oinuma, H ;

Catchick, J ;

Dunne, A ;

Ellis, M ;

Smales, C ;

Whitfield, J ;

Neame, SJ ;

Shah, B ;

Wilton, D ;

Morgan, L ;

Patel, T ;

Chung, R ;

Desmond, H ;

Staddon, JM ;

Sato, N ;

Inoue, A .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2005, 15 (21) :4666-4670

[10] Selective interaction of JNK protein kinase isoforms with transcription factors [J].

Gupta, S ;

Barrett, T ;

Whitmarsh, AJ ;

Cavanagh, J ;

Sluss, HK ;

Derijard, B ;

Davis, RJ .

EMBO JOURNAL, 1996, 15 (11) :2760-2770

← 1 2 3 →