Issue 28, 2017

Laccase-catalyzed green synthesis and cytotoxic activity of novel pyrimidobenzothiazoles and catechol thioethers

Abstract

The laccase-catalyzed reaction between unsubstituted catechol and 2-thioxopyrimidin-4(1H)-ones using aerial O2 as the oxidant delivers novel pyrimidobenzothiazoles with high yields in an aqueous solvent system under mild reaction conditions. With 4-substituted catechols, catechol thioethers are formed exclusively. The synthetic protocols developed provide a sustainable approach for these compound classes. In addition, the cytotoxicity of the products against HepG2 cell line is reported. Most compounds exhibit antiproliferative activities with IC50 values at the micromolar level. A structure–activity relationship study will facilitate the further development of these compounds as cytotoxic agents.

Graphical abstract: Laccase-catalyzed green synthesis and cytotoxic activity of novel pyrimidobenzothiazoles and catechol thioethers

Supplementary files

Article information

Article type
Paper
Submitted
12 dic. 2016
Accepted
15 feb. 2017
First published
20 mar. 2017
This article is Open Access
Creative Commons BY-NC license

RSC Adv., 2017,7, 17427-17441

Laccase-catalyzed green synthesis and cytotoxic activity of novel pyrimidobenzothiazoles and catechol thioethers

H. T. Abdel-Mohsen, J. Conrad, K. Harms, D. Nohr and U. Beifuss, RSC Adv., 2017, 7, 17427 DOI: 10.1039/C6RA28102H

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