Synthesis, characterization and biological evaluation of some thiourea derivatives bearing benzothiazole moiety as potential antimicrobial and anticancer agents

被引：381

作者：

Saeed, Sohail ^{[1
]}

Rashid, Naghmana ^{[1
]}

Jones, Peter G. ^{[2
]}

Ali, Muhammad ^{[3
]}

Hussain, Rizwan ^{[4
]}

机构：

[1] Allama Iqbal Open Univ, Dept Chem, Islamabad, Pakistan

[2] Tech Univ Carolo Wilhelmina Braunschweig, Inst Anorgan & Analyt Chem, D-38023 Braunschweig, Germany

[3] Univ Punjab, Dept Pharm, Lahore, Pakistan

[4] Natl Engn & Sci Commiss, Islamabad, Pakistan

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 2010年 / 45卷 / 04期

关键词：

Thiourea derivatives; Antibacterial activity; Anti-fungal activity; Anticancer agents; Benzothiazole moiety; MCF-7; DNA-DAMAGE; INHIBITORY-ACTIVITY; METAL-COMPLEXES; ANALOGS; GROWTH; DRUGS; CELLS;

D O I：

10.1016/j.ejmech.2009.12.016

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Five series of thiourea derivatives bearing benzothiazole moiety (20 compounds) were efficiently synthesized and evaluated for antimicrobial and anticancer activities. The results indicated that the compounds possessed a broad spectrum of activity against the tested microorganisms and showed higher activity against fungi than bacteria. Compounds 1b, 2b, 3b, 4b and 5b exhibited the greatest antimicrobial activity. Preliminary study of the structure activity relationship revealed that electronic factors in benzothiazole rings had a great effect on the antimicrobial activity of these compounds. In preliminary MTT cytotoxicity studies, the thiourea derivatives (2d, 5c and 5d) were found most potent. In MCF-7 and HeLa cells, the IC50 values were observed in the range of 18-26 mu M and 38-46 mu M. respectively. (C) 2009 Elsevier Masson SAS. All rights reserved.

引用

页码：1323 / 1331

页数：9

共 41 条

[1]

[Anonymous], 1997, M7A4 NCCLS

[2] Synthesis, characterization, and crystal structure of 1-(4-chloro-benzoyl)-3-naphthalen-1-yl-thiourea [J].

Arslan, H ;

Flörke, U ;

Külcü, N .

JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 2003, 33 (12) :919-924

[3] Genotoxicity of two anticancer drugs, gemcitabine and topotecan, in mouse bone marrow in vivo [J].

Aydemir, N ;

Bilaloglu, R .

MUTATION RESEARCH-GENETIC TOXICOLOGY AND ENVIRONMENTAL MUTAGENESIS, 2003, 537 (01) :43-51

[4] Synthesis, characterization and antimicrobial activities of transition metal complexes of N,N-dialkyl-N′-(2-chlorobenzoyl)thiourea derivatives [J].

Binzet, Gun ;

Arslan, Hakan ;

Floerke, Ulrich ;

Kuelcue, Nevzat ;

Duran, Nizami .

JOURNAL OF COORDINATION CHEMISTRY, 2006, 59 (12) :1395-1406

[5] Solid phase combinatorial synthesis of benzothiazoles and evaluation of topoisomerase II inhibitory activity [J].

Choi, SJ ;

Park, HJ ;

Lee, SK ;

Kim, SW ;

Han, G ;

Choo, HYP .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (04) :1229-1235

[6]

Chua MS, 2000, CANCER RES, V60, P5196

[7] 2-(4-Aminophenyl) benzothiazole: A potent and selective pharmacophore with novel mechanistic action towards various tumour cell lines [J].

Dubey, Raghvendra ;

Shrivastava, Prabhat K. ;

Basniwal, Pawan K. ;

Bhattacharya, Snehendu ;

Moorthy, Narayana S. Hari Narayana .

MINI-REVIEWS IN MEDICINAL CHEMISTRY, 2006, 6 (06) :633-637

[8]

Emen MF, 2005, POL J CHEM, V79, P1615

[9] Synthesis, cytotoxicity, and DNA-topoisomerase inhibitory activity of new asymmetric ureas and thioureas [J].

Esteves-Souza, A ;

Pissinate, K ;

Nascimento, MD ;

Grynberg, NF ;

Echevarria, A .

BIOORGANIC & MEDICINAL CHEMISTRY, 2006, 14 (02) :492-499

[10] Antifungal efficacy of chitosan and its thiourea derivatives upon the growth of some sugar-beet pathogens [J].

Eweis, M ;

Elkholy, SS ;

Elsabee, MZ .

INTERNATIONAL JOURNAL OF BIOLOGICAL MACROMOLECULES, 2006, 38 (01) :1-8

← 1 2 3 4 5 →