Antitumor activity of new substituted 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones and study of their effect on the cell cycle

被引：54

作者：

Andreani, A

Granaiola, M

Leoni, A

Locatelli, A

Morigi, R

Rambaldi, M

Garaliene, V

Welsh, W

Arora, S

Farruggia, G

Masotti, L

机构：

[1] Univ Bologna, Dipartimento Sci Farmaceut, I-40126 Bologna, Italy

[2] Lithuanian Inst Cardiol, LT-3007 Kaunas, Lithuania

[3] Univ Med & Dent New Jersey, Robert Wood Johnson Med Sch, Dept Pharmacol, Piscataway, NJ 08854 USA

[4] Univ Bologna, Dipartimento Biochim G Moruzzi, I-40126 Bologna, Italy

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 2005年 / 48卷 / 17期

关键词：

D O I：

10.1021/jm050353e

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

This paper reports the synthesis of a new series of 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones which were tested as potential antitumor agents at the National Cancer Institute. Two derivatives are now under review by BEC (Biological Evaluation Committee of NCI). To investigate the mechanism of action, the effect on cell cycle progression was studied by monitoring them in colon adenocarcinoma HT-29: both were able to block HT-29 in mitosis. 3-[(2,6-Dimethylimidazo[2,1-b]thiazol-5-yl)methylene]-5-chloro-2-indolinone was the most active compound.

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页码：5604 / 5607

页数：4

相关论文

共 20 条

[1] SYNTHESIS AND DIURETIC ACTIVITY OF IMIDAZO[2,1-B]THIAZOLE ACETOHYDRAZONES [J].

ANDREANI, A ;

RAMBALDI, M ;

MASCELLANI, G ;

RUGARLI, P .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1987, 22 (01) :19-22

[2] Potential antitumor agents. Part 29: Synthesis and potential coanthracyclinic activity of imidazo[2,1-b]thiazole guanylhydrazones [J].

Andreani, A ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M ;

Recanatini, M ;

Garaliene, V .

BIOORGANIC & MEDICINAL CHEMISTRY, 2000, 8 (09) :2359-2366

[3] Potential antitumor agents.: 37.: Synthesis and antitumor activity of guanylhydrazones from imidazo[2,1-b]thiazoles and from the new heterocyclic system thiazolo[2′,3′:2,3]imidazo [4,5-c]quinoline [J].

Andreani, A ;

Granaiola, M ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M ;

Lenaz, G ;

Fato, R ;

Bergamini, C ;

Farruggia, G .

JOURNAL OF MEDICINAL CHEMISTRY, 2005, 48 (08) :3085-3089

[4] Synthesis and potential coanthracyclinic activity of substituted 3-(5-imidazo[2,1-b]thiazolylmethylene)-2-indolinones [J].

Andreani, A ;

Locatelli, A ;

Leoni, A ;

Rambaldi, M ;

Morigi, R ;

Bossa, R ;

Chiericozzi, M ;

Fraccari, A ;

Galatulas, I .

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY, 1997, 32 (11) :919-924

[5] Effects of new ubiquinone-imidazo[2,1-b]thiazoles on mitochondrial complex I (NADH-ubiquinone reductase) and on mitochondrial permeability transition pore [J].

Andreani, A ;

Granaiola, M ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M ;

Recanatini, M ;

Lenaz, G ;

Fato, R ;

Bergamini, C .

BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (21) :5525-5532

[6] Substituted E-3-(2-chloro-3-indolylmethylene)1, 3-dihydroindol-2-ones with antitumor activity [J].

Andreani, A ;

Granaiola, M ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M ;

Garaliene, V ;

Farruggia, G ;

Masotti, L .

BIOORGANIC & MEDICINAL CHEMISTRY, 2004, 12 (05) :1121-1128

[7] IMIDAZO[2,1-B]THIAZOLE CARBAMATES AND ACYLUREAS AS POTENTIAL INSECT CONTROL AGENTS [J].

ANDREANI, A ;

RAMBALDI, M .

JOURNAL OF HETEROCYCLIC CHEMISTRY, 1989, 26 (02) :525-529

[8]

Andreani A, 2001, ANTI-CANCER DRUG DES, V16, P167

[9]

ANDREANI A, 1979, FARMACO-ED SCI, V34, P132

[10] Synthesis and antitumor activity of 1,5,6-substituted E-3-(2-chloro-3-indolylmethylene)-1,3-dihydroindol-2-ones [J].

Andreani, A ;

Granaiola, M ;

Leoni, A ;

Locatelli, A ;

Morigi, R ;

Rambaldi, M ;

Garaliene, V .

JOURNAL OF MEDICINAL CHEMISTRY, 2002, 45 (12) :2666-2669