Bioactivities of simplified adociaquinone B and naphthoquinone derivatives against Cdc25B, MKP-1, and MKP-3 phosphatases

被引：26

作者：

Cao, Shugeng ^{[1
]}

Murphy, Brian T. ^{[1
]}

Foster, Caleb ^{[2
]}

Lazo, John S. ^{[2
]}

Kingston, David G. I. ^{[1
]}

机构：

[1] Virginia Polytech Inst & State Univ, Dept Chem, Blacksburg, VA 24061 USA

[2] Univ Pittsburgh, Dept Pharmacol & Chem Biol, Pittsburgh, PA 15260 USA

来源：

BIOORGANIC & MEDICINAL CHEMISTRY | 2009年 / 17卷 / 06期

关键词：

Naphthoquinone; Cdc25B; MKP-1; Adociaquinone B; Structure-activity relationships; PROTEIN-TYROSINE-PHOSPHATASE; HEPATOMA-CELL GROWTH; KINASE PHOSPHATASE-1; CANCER-CELLS; BIOLOGICAL EVALUATION; INHIBITING CDC25; MITOSIS; ANALOGS; PHOSPHORYLATION; INTERMEDIATE;

D O I：

10.1016/j.bmc.2008.10.090

中图分类号：

Q5 [生物化学]; Q7 [分子生物学];

学科分类号：

070307 [化学生物学]; 071010 [生物化学与分子生物学];

摘要：

Some simplified adociaquinone B analogs and a series of 1,4-naphthoquinone derivatives were synthesized and tested against the three enzymes Cdc25B, MKP-1, and MKP-3. Cdc25B and MKP-1 in particular are enzymes overexpressed in human cancer cells, and they represent potential molecular targets for novel cancer chemotherapeutic treatments. A number of analogs exhibited significant inhibitory activity against these enzymes, and the bioassay data in addition to structure-activity relationships of these compounds will be discussed. (C) 2008 Elsevier Ltd. All rights reserved.

引用

页码：2276 / 2281

页数：6

共 52 条

[1]

Andersen R., 2006, Patent, Patent No. [WO 2006/005185 (01 2006), 2006005185]

[2]

SYNTHESIS AND THERMAL-ISOMERIZATION OF TRICYCLO[4.2.2.01,6]DEC-7-ENE ([4.2.2]PROPELL-7-ENE) TO 3,8-DIMETHYLENECYCLOOCTENE [J].

BALDWIN, JE ;

CHANG, GEC .

JOURNAL OF ORGANIC CHEMISTRY, 1982, 47 (05) :848-851

[3]

Induction of Cdc25B regulates cell cycle resumption after genotoxic stress [J].

Bansal, Pallavi ;

Lazo, John S. .

CANCER RESEARCH, 2007, 67 (07) :3356-3363

[4]

CDC25 phosphatases in cancer cells: key players? Good targets? [J].

Boutros, Rose ;

Lobjois, Valerie ;

Ducommun, Bernard .

NATURE REVIEWS CANCER, 2007, 7 (07) :495-507

[5]

Novel naphthoquinone and quinolinedione inhibitors of CDC25 phosphatase activity with antiproliferative properties [J].

Braud, Emmanuelle ;

Goddard, Mary-Lorene ;

Kolb, Stephanie ;

Brun, Marie-Priscille ;

Mondesert, Odile ;

Quaranta, Muriel ;

Gresh, Nohad ;

Ducommun, Bernard ;

Garbay, Christiane .

BIOORGANIC & MEDICINAL CHEMISTRY, 2008, 16 (19) :9040-9049

[6]

Redox regulation of Cdc25B by cell-active quinolinediones [J].

Brisson, M ;

Nguyen, T ;

Wipf, P ;

Joo, B ;

Day, BW ;

Skoko, JS ;

Schreiber, EM ;

Foster, C ;

Bansal, P ;

Lazo, JS .

MOLECULAR PHARMACOLOGY, 2005, 68 (06) :1810-1820

[7]

Design, synthesis, and biological evaluation of novel naphthoquinone derivatives with CDC25 phosphatase inhibitory activity [J].

Brun, MP ;

Braud, E ;

Angotti, D ;

Mondésert, O ;

Quaranta, M ;

Montes, M ;

Miteva, M ;

Gresh, N ;

Ducommun, B ;

Garbay, C .

BIOORGANIC & MEDICINAL CHEMISTRY, 2005, 13 (16) :4871-4879

[8]

REACTIONS OF PERIMIDIN-4-ONES AND PERIMIDIN-6-ONES WITH AMINES [J].

CAMERON, DW ;

SAMUEL, EL .

AUSTRALIAN JOURNAL OF CHEMISTRY, 1977, 30 (09) :2063-2079

[9]

CAMERON DW, 1964, J CHEM SOC, P5569

[10]

Role of the Cdc25A phosphatase in human breast cancer [J].

Cangi, MG ;

Cukor, B ;

Soung, P ;

Signoretti, S ;

Moreira, G ;

Ranashinge, M ;

Cady, B ;

Pagano, M ;

Loda, M .

JOURNAL OF CLINICAL INVESTIGATION, 2000, 106 (06) :753-761

← 1 2 3 4 5 6 →