AMINOPHOSPHONIC ACID-CONTAINING INHIBITORS OF HUMAN COLLAGENASE - MODIFICATION OF THE P-1 RESIDUE

被引：21

作者：

HUNTER, DJ

BIRD, J

CASSIDY, F

DEMELLO, RC

HARPER, GP

KARRAN, EH

MARKWELL, RE

MILESWILLIAMS, AJ

WARD, RW

机构：

[1] SmithKline Beecham Pharmaceuticals, Department of Medicinal Chemistry, Harlow, Essex CM19 5AW, New Frontiers Science Park, Third Ave.

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 1994年 / 4卷 / 24期

关键词：

D O I：

10.1016/S0960-894X(01)80823-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of peptidomimetic aminophosphonic acid derivatives was synthesized and evaluated in vitro for inhibition of human fibroblast collagenase activity. Incorporation of a bromonaphthalimidoethyl moiety at the P-1 position led to potent inhibitors, such as 14a (IC50 0.02 mu M).

引用

页码：2833 / 2836

页数：4

共 12 条

[1] SYNTHESIS OF ORGANOPHOSPHORUS COMPOUNDS VIA SILYL ESTERS OF PHOSPHORUS-ACIDS [J].

AFARINKIA, K ;

REES, CW ;

CADOGAN, JIG .

TETRAHEDRON, 1990, 46 (20) :7175-7196

[2] SYNTHESIS OF NOVEL N-PHOSPHONOALKYL DIPEPTIDE INHIBITORS OF HUMAN COLLAGENASE [J].

BIRD, J ;

DEMELLO, RC ;

HARPER, GP ;

HUNTER, DJ ;

KARRAN, EH ;

MARKWELL, RE ;

MILESWILLIAMS, AJ ;

RAHMAN, SS ;

WARD, RW .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (01) :158-169

[3] MATRIX METALLOPROTEINASES - A REVIEW [J].

BIRKEDALHANSEN, H ;

MOORE, WGI ;

BODDEN, MK ;

WINDSOR, LJ ;

BIRKEDALHANSEN, B ;

DECARLO, A ;

ENGLER, JA .

CRITICAL REVIEWS IN ORAL BIOLOGY & MEDICINE, 1993, 4 (02) :197-250

[4]

BROADHURST MJ, 1988, Patent No. 276436

[5] MATRIX METALLOPROTEINASE INHIBITORS CONTAINING A (CARBOXYALKYL)AMINO ZINC LIGAND - MODIFICATION OF THE P1 AND P2' RESIDUES [J].

BROWN, FK ;

BROWN, PJ ;

BICKETT, DM ;

CHAMBERS, CL ;

DAVIES, HG ;

DEATON, DN ;

DREWRY, D ;

FOLEY, M ;

MCELROY, AB ;

GREGSON, M ;

MCGEEHAN, GM ;

MYERS, PL ;

NORTON, D ;

SALOVICH, JM ;

SCHOENEN, FJ ;

WARD, P .

JOURNAL OF MEDICINAL CHEMISTRY, 1994, 37 (05) :674-688

[6]

BROWN PA, 1994, J CELL BIOCHEM, P120

[7]

DOCHERTY AJP, 1990, ANN RHEUM DIS, P469

[8]

Galardy R E, 1992, Matrix Suppl, V1, P259

[9]

HENDERSON B, 1990, Drugs of the Future, V15, P495

[10]

OKADA Y, 1986, J BIOL CHEM, V261, P14245

← 1 2 →