Malonyl α-mercaptoketones and α-mercaptoalcohols, a new class of matrix metalloproteinase inhibitors

被引：26

作者：

Campbell, DA

Xiao, XY

Harris, D

Ida, S

Mortezaei, R

Ngu, K

Shi, LH

Tien, D

Wang, YW

Navre, M

Patel, DV

Sharr, MA

DiJoseph, JF

Killar, LM

Leone, CL

Levin, JI

Skotnicki, JS

机构：

[1] Affymax Res Inst, Santa Clara, CA 95051 USA

[2] Wyeth Ayerst Res, Princeton, NJ 08543 USA

[3] Wyeth Ayerst Res, Pearl River, NY 10965 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1998年 / 8卷 / 10期

关键词：

D O I：

10.1016/S0960-894X(98)00185-1

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A novel series of matrix metalloproteinase (MMP) inhibitors is described. Incorporation of a terminal alpha-mercaptoketone or alpha-mercaptoalcohol in the zinc binding domain of a series of inhibitors led to compounds exhibiting low nanomolar activity against collagenase-1 (MMP-1), stromelysin (MMP-3), and gelatinase-B (MMP-9). (C) 1998 Elsevier Science Ltd. All rights reserved.

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页码：1157 / 1162

页数：6

相关论文

共 20 条

[1] Diverse cell surface protein ectodomains are shed by a system sensitive to metalloprotease inhibitors [J].

Arribas, J ;

Coodly, L ;

Vollmer, P ;

Kishimoto, TK ;

RoseJohn, S ;

Massague, J .

JOURNAL OF BIOLOGICAL CHEMISTRY, 1996, 271 (19) :11376-11382

[2] A novel series of matrix metalloproteinase inhibitors for the treatment of inflammatory disorders [J].

Baxter, AD ;

Bird, J ;

Bhogal, R ;

Massil, T ;

Minton, KJ ;

Montana, J ;

Owen, DA .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 1997, 7 (07) :897-902

[3] Recent advances in matrix metalloproteinase inhibitor research [J].

Beckett, RP ;

Davidson, AH ;

Drummond, AH ;

Huxley, P ;

Whittaker, M .

DRUG DISCOVERY TODAY, 1996, 1 (01) :16-26

[4] SYNTHESIS OF NOVEL MODIFIED DIPEPTIDE INHIBITORS OF HUMAN COLLAGENASE - BETA-MERCAPTO CARBOXYLIC-ACID DERIVATIVES [J].

BESZANT, B ;

BIRD, J ;

GASTER, LM ;

HARPER, GP ;

HUGHES, I ;

KARRAN, EH ;

MARKWELL, RE ;

MILESWILLIAMS, AJ ;

SMITH, SA .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (25) :4030-4039

[5] PROTEOLYTIC REMODELING OF EXTRACELLULAR-MATRIX [J].

BIRKEDALHANSEN, H .

CURRENT OPINION IN CELL BIOLOGY, 1995, 7 (05) :728-735

[6] MATRILYSIN-INHIBITOR COMPLEXES - COMMON THEMES AMONG METALLOPROTEASES [J].

BROWNER, MF ;

SMITH, WW ;

CASTELHANO, AL .

BIOCHEMISTRY, 1995, 34 (20) :6602-6610

[7] Matrix metalloproteinases and the development of cancer [J].

Coussens, LM ;

Werb, Z .

CHEMISTRY & BIOLOGY, 1996, 3 (11) :895-904

[8] MATRIX METALLOPROTEINASES AND CARDIOVASCULAR-DISEASE [J].

DOLLERY, CM ;

MCEWAN, JR ;

HENNEY, AM .

CIRCULATION RESEARCH, 1995, 77 (05) :863-868

[9] Induction of cell migration by matrix metalloprotease-2 cleavage of laminin-5 [J].

Giannelli, G ;

FalkMarzillier, J ;

Schiraldi, O ;

StetlerStevenson, WG ;

Quaranta, V .

SCIENCE, 1997, 277 (5323) :225-228

[10]

Goetzl EJ, 1996, J IMMUNOL, V156, P1