Design, synthesis, and in vitro antitumor activity of new 1,4-diarylimidazole-2-ones and their 2-thione analogues

被引：158

作者：

Congiu, Cenzo ^{[1
]}

Cocco, Maria Teresa ^{[1
]}

Onnis, Valentina ^{[1
]}

机构：

[1] Univ Cagliari, Dipartimento Tossicol, I-09124 Cagliari, Italy

来源：

BIOORGANIC & MEDICINAL CHEMISTRY LETTERS | 2008年 / 18卷 / 03期

关键词：

imidazole derivatives; antitumor activity; COMBRETASTATIN A4 PHOSPHATE; ANTINEOPLASTIC AGENTS; ANTIMITOTIC AGENTS; TUBULIN INHIBITOR; A-4; PRODRUG; CYTOTOXICITY;

D O I：

10.1016/j.bmcl.2007.12.023

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

A series of new 1,4-diarylimidazol-2(3H)-one derivatives and their 2-thione analogues has been prepared and evaluated in vitro for antitumor activity against the NCI human cancer cell panel. Compounds bearing a 3,4,5-trimethoxyphenyl ring linked to either N-1 or C-4 position of the imidazole core demonstrated an interesting profile of cytotoxicity with preferential activity against leukemic cell lines. Compound 13 exhibited a potent antitumor activity against MOLT-4 (GI(50) = 20 nM) and SR (GI(50) = 32 nM) cell lines. (C) 2007 Elsevier Ltd. All rights reserved.

引用

页码：989 / 993

页数：5

共 25 条

[1] SOME PRACTICAL CONSIDERATIONS AND APPLICATIONS OF THE NATIONAL-CANCER-INSTITUTE IN-VITRO ANTICANCER DRUG DISCOVERY SCREEN [J].

BOYD, MR ;

PAULI, KD .

DRUG DEVELOPMENT RESEARCH, 1995, 34 (02) :91-109

[2]

Chaplin DJ, 1999, ANTICANCER RES, V19, P189

[3] EFFECT OF STRUCTURAL MODIFICATION OF THE HYDANTOIN RING ON ANTICONVULSANT ACTIVITY [J].

CORTES, S ;

LIAO, ZK ;

WATSON, D ;

KOHN, H .

JOURNAL OF MEDICINAL CHEMISTRY, 1985, 28 (05) :601-606

[4] SYNTHESIS OF 2(3H)-IMIDAZOLETHIONES AND 2(3H)-IMIDAZOLONES FROM BETA,GAMMA-ALKYNYL CARBANILIDES [J].

DEVAN, B ;

RAJAGOPALAN, K .

TETRAHEDRON LETTERS, 1994, 35 (10) :1585-1586

[5] THE PREPARATION OF 2-ALKYLTHIOIMIDAZOLES [J].

DODSON, RM ;

ROSS, F .

JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1950, 72 (04) :1478-1480

[6]

Dorr RT, 1996, INVEST NEW DRUG, V14, P131

[7] CHALCONES - A NEW CLASS OF ANTIMITOTIC AGENTS [J].

EDWARDS, ML ;

STEMERICK, DM ;

SUNKARA, PS .

JOURNAL OF MEDICINAL CHEMISTRY, 1990, 33 (07) :1948-1954

[8] MZ3 induces apoptosis in human leukemia cells [J].

Fang, Liang ;

He, Qiaojun ;

Hu, Yongzhou ;

Yang, Bo .

CANCER CHEMOTHERAPY AND PHARMACOLOGY, 2007, 59 (03) :397-405

[9]

Hadfield John A, 2003, Prog Cell Cycle Res, V5, P309

[10] Pharmaceutical design of antimitotic agents based on combretastatins [J].

Hsieh, HP ;

Liou, JP ;

Mahindroo, N .

CURRENT PHARMACEUTICAL DESIGN, 2005, 11 (13) :1655-1677

← 1 2 3 →