Prodrug and covalent linker strategies for the solubilization of dual-action antioxidants/iron chelators

被引：16

作者：

Bebbington, D ^{[1
]}

Dawson, CE ^{[1
]}

Gaur, S ^{[1
]}

Spencer, J ^{[1
]}

机构：

[1] Vernalis Res Ltd, Dept Chem, Woking RG41 5UA, Surrey, England

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2002年 / 12卷 / 22期

关键词：

D O I：

10.1016/S0960-894X(02)00698-4

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Water soluble prodrugs of hybrid free radical scavenger/iron chelating molecules, based on 3,5-disubstituted-4-hydroxyphenyl derivatives and 3-hydroxy-2-methyl-4(1H)-pyridinone (deferiprone), have been prepared. Related hybrid molecules containing a covalent poly(ethylene)glycol or an amine linker were also synthesized. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：3297 / 3300

页数：4

共 26 条

[1] 3,5-disubstituted-4-hydroxyphenyls linked to 3-hydroxy-2-methyl-4(1H)-pyridinone:: Potent inhibitors of lipid peroxidation and cell toxicity [J].

Bebbington, D ;

Monck, NJT ;

Gaur, S ;

Palmer, AM ;

Benwell, K ;

Harvey, V ;

Malcolm, CS ;

Porter, RHP .

JOURNAL OF MEDICINAL CHEMISTRY, 2000, 43 (15) :2779-2782

[2] Brain oxidative stress in animal models of accelerated aging and the age-related neurodegenerative disorders, Alzheimer's disease and Huntington's disease [J].

Butterfield, DA ;

Howard, BJ ;

LaFontaine, MA .

CURRENT MEDICINAL CHEMISTRY, 2001, 8 (07) :815-828

[3] BN 80933, a dual inhibitor of neuronal nitric oxide synthase and lipid peroxidation:: A promising neuroprotective strategy [J].

Chabrier, PE ;

Auguet, M ;

Spinnewyn, B ;

Auvin, S ;

Cornet, S ;

Demerlé-Pallardy, C ;

Guilmard-Favre, C ;

Marin, JG ;

Pignol, B ;

Gillard-Roubert, V ;

Roussillot-Charnet, C ;

Schulz, J ;

Viossat, I ;

Bigg, D ;

Moncada, S .

PROCEEDINGS OF THE NATIONAL ACADEMY OF SCIENCES OF THE UNITED STATES OF AMERICA, 1999, 96 (19) :10824-10829

[4] Efficacy of antioxidant therapies in transient focal ischemia in mice [J].

Clark, WM ;

Rinker, LG ;

Lessov, NS ;

Lowery, SL ;

Cipolla, MJ .

STROKE, 2001, 32 (04) :1000-1004

[5] SYNTHESIS, PHYSICOCHEMICAL PROPERTIES, AND BIOLOGICAL EVALUATION OF N-SUBSTITUTED 2-ALKYL-3-HYDROXY-4(1H)-PYRIDINONES - ORALLY-ACTIVE IRON CHELATORS WITH CLINICAL POTENTIAL [J].

DOBBIN, PS ;

HIDER, RC ;

HALL, AD ;

TAYLOR, PD ;

SARPONG, P ;

PORTER, JB ;

XIAO, GY ;

VANDERHELM, D .

JOURNAL OF MEDICINAL CHEMISTRY, 1993, 36 (17) :2448-2458

[6] 6,6′-Bis(2-hydroxyphenyl)-2,2′-bipyridine manganese(III) complexes:: A novel series of superoxide dismutase and catalase mimetics [J].

Giblin, GMP ;

Box, PC ;

Campbell, IB ;

Hancock, AP ;

Roomans, S ;

Mills, GI ;

Molloy, C ;

Tranter, GE ;

Walker, AL ;

Doctrow, SR ;

Huffman, K ;

Malfroy, B .

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS, 2001, 11 (11) :1367-1370

[7] A novel protecting group for hindered phenols [J].

Hansen, MM ;

Riggs, JR .

TETRAHEDRON LETTERS, 1998, 39 (18) :2705-2706

[8] ANIMAL-MODELS OF ACUTE ISCHEMIC STROKE - CAN THEY PREDICT CLINICALLY SUCCESSFUL NEUROPROTECTIVE DRUGS [J].

HUNTER, AJ ;

GREEN, AR ;

CROSS, AJ .

TRENDS IN PHARMACOLOGICAL SCIENCES, 1995, 16 (04) :123-128

[9]

Jarrott B, 1999, DRUG DEVELOP RES, V46, P261, DOI 10.1002/(SICI)1098-2299(199903/04)46:3/4<261::AID-DDR11>3.3.CO

[10]

2-H

← 1 2 3 →