In Situ "Click" Assembly of Small Molecule Matrix Metalloprotease Inhibitors Containing Zinc-Chelating Groups

被引：107

作者：

Hu, Mingyu

Li, Junqi

Yao, Shao Q. ^{[1
]}

机构：

[1] Natl Univ Singapore, Off Life Sci, NUS MedChem Program, Dept Chem, Singapore 117543, Singapore

来源：

ORGANIC LETTERS | 2008年 / 10卷 / 24期

关键词：

D O I：

10.1021/ol802286g

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

A panel of small molecule-based MMP inhibitors containing rhodanine warheads was assembled using "one-pot" click chemistry. Upon biological screening, moderate inhibitors were identified which specifically targets MMP-7 and MMP-13 over other MMPs.

引用

页码：5529 / 5531

页数：3

共 17 条

[1] Zinc-binding groups modulate selective inhibition of MMPs [J].

Agrawal, Arpita ;

Romero-Perez, Diego ;

Jacobsen, Jennifer A. ;

Villarreal, Francisco J. ;

Cohen, Seth M. .

CHEMMEDCHEM, 2008, 3 (05) :812-820

[2] A microwave-assisted click chemistry synthesis of 1,4-disubstituted 1,2,3-triazoles via a copper(I)-catalyzed three-component reaction [J].

Appukkuttan, P ;

Dehaen, W ;

Fokin, VV ;

Van der Eycken, E .

ORGANIC LETTERS, 2004, 6 (23) :4223-4225

[3] Chemoselective formation of successive triazole linkages in one pot: " Click-click" chemistry [J].

Aucagne, Vincent ;

Leigh, David A. .

ORGANIC LETTERS, 2006, 8 (20) :4505-4507

[4] Efficient conversion of aromatic amines into azides: A one-pot synthesis of triazole linkages [J].

Barral, Karine ;

Moorhouse, Adam D. ;

Moses, John E. .

ORGANIC LETTERS, 2007, 9 (09) :1809-1811

[5] One-pot procedure for diazo transfer and azide-alkyne cycloaddition: Triazole linkages from amines [J].

Beckmann, Henning S. G. ;

Wittmann, Valentin .

ORGANIC LETTERS, 2007, 9 (01) :1-4

[6] Microtiter plate based chemistry and in situ screening:: a useful approach for rapid inhibitor discovery [J].

Brik, A ;

Wu, CY ;

Wong, CH .

ORGANIC & BIOMOLECULAR CHEMISTRY, 2006, 4 (08) :1446-1457

[7] Efficient synthetic inhibitors of anthrax lethal factor [J].

Forino, M ;

Johnson, S ;

Wong, TY ;

Rozanov, DV ;

Savinov, AY ;

Li, W ;

Fattorusso, R ;

Becattini, B ;

Orry, AJ ;

Jung, DW ;

Abagyan, RA ;

Smith, JW ;

Alibek, K ;

Liddington, RC ;

Strongin, AY ;

Pellecchia, M .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 2005, 102 (27) :9499-9504

[8] One-pot copper(I)-catalyzed synthesis of 3,5-disubstituted isoxazoles [J].

Hansen, TV ;

Wu, P ;

Fokin, VV .

JOURNAL OF ORGANIC CHEMISTRY, 2005, 70 (19) :7761-7764

[9] The design of inhibitors for medicinally relevant metalloproteins [J].

Jacobsen, Faith E. ;

Lewis, Jana A. ;

Cohen, Seth M. .

CHEMMEDCHEM, 2007, 2 (02) :152-171

[10] Click chemistry as a high-throughput amenable platform in catalomics [J].

Kalesh, Karunakaran Anandamma ;

Yang, Peng-Yu ;

Srinivasan, Rajavel ;

Yao, Shao Qin .

QSAR & COMBINATORIAL SCIENCE, 2007, 26 (11-12) :1135-1144

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