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Molecules 2006, 11(5), 325-333; doi:10.3390/11050325

Synthesis and Antitumor Evaluation of Novel Derivatives of 6-Amino-2-phenylbenzothiazoles

1
Department of Applied Chemistry, Faculty of Textile Technology, University of Zagreb, Prilaz baruna Filipovića 30, 10000 Zagreb, Croatia
2
Division of Molecular Medicine, Ruder Boskovic Institute, Bijenicka cesta 54, 10000 Zagreb, Croatia
3
Division of Molecular Medicine, Ruder Boskovic Institute, Bijenicka cesta 54, 10000 Zagreb, Croatia
*
Author to whom correspondence should be addressed.
Received: 4 April 2006 / Revised: 20 April 2006 / Accepted: 24 April 2006 / Published: 9 May 2006
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Abstract

Novel derivatives of 6-amino-2-phenylbenzothiazole bearing differentsubstituents (amino, dimethylamino or fluoro) on the phenyl ring were prepared as thecorresponding hydrochloride salts. 6-Nitro-2-(substituted-phenyl)benzothiazoles (1-6) weresynthesized by condensation reactions of substituted benzaldehydes with 2-amino-5-nitrothiophenol. Nitro derivatives were reduced to the amino derivatives with SnCl2/HCl.Water soluble hydrochloride salts of 6-amino-2-(substituted-phenyl)benzothiazole (13-19)were prepared using concentrated or gaseous HCl. Compounds 13-19 were found to exertcytostatic activities against malignant human cell lines: cervical (HeLa), breast (MCF-7),colon (CaCo-2), laryngeal carcinoma (Hep-2), and normal human fibroblast cell lines (WI-38).
Keywords: Benzothiazole synthesis; antitumor activity. Benzothiazole synthesis; antitumor activity.
This is an open access article distributed under the Creative Commons Attribution License (CC BY 3.0).

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MDPI and ACS Style

Racane, L.; Stojkovic, R.; Tralic-Kulenovic, V.; Karminski-Zamola, G. Synthesis and Antitumor Evaluation of Novel Derivatives of 6-Amino-2-phenylbenzothiazoles. Molecules 2006, 11, 325-333.

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