Organosilicon-Containing Thiazole Derivatives as Potential Lipoxygenase Inhibitors and Anti-Inflammatory Agents

Geronikaki, Athina; Hadjipavlou-Litina, Dimitra; Zablotskaya, Alla; Segal, Izolda

doi:https://doi.org/10.1155/2007/92145

Bioinorganic Chemistry and Applications

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Research Article | Open Access

Volume 2007 | Article ID 092145 | https://doi.org/10.1155/2007/92145

Organosilicon-Containing Thiazole Derivatives as Potential Lipoxygenase Inhibitors and Anti-Inflammatory Agents

Athina Geronikaki,¹Dimitra Hadjipavlou-Litina,¹Alla Zablotskaya,²and Izolda Segal²

Academic Editor: Guillermo Mendoza-Diaz

Received24 Dec 2006

Revised12 Mar 2007

Accepted03 May 2007

Published30 Jul 2007

Abstract

A number of trimethylsiloxyalkyl and trialkylsilylalkyl thiazole derivatives have been evaluated for their anti-inflammatory activity, lipoxygenase inhibiting properties, and cytotoxicity. The investigated compounds have been found to protect in vivo against carrageenin-induced edema, especially 3-(4-trimethylsiloxypiperidin-1-yl)-N-(thiazol-2-yl)-propionamide (21) and 2-amino-3-(γ-trimethylsilylpropyl)thiazolium iodide (22), which exhibited good anti-inflammatory activity: 57.2% CPE inhibition in dose of 0.2 mmol/kg for compound 21 and 55.0% in dose of 0.01 mmol/kg for compound 22. All the compounds tested inhibited soybean lipoxygenase activity. 2-(4-Trimethylsilyloxypiperidin-1-yl)-N-[4-(p-methoxyphenyl)-thiazol-2-yl]-acetamide (19) was the most potent displaying inhibition against lipoxygenase (ID50=0.01 mmol). It also possessed moderate cytotoxic effect (LC50=13 μg/mL, 3×10−8 mmol/mL) concerning MG-22A cell lines.

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Copyright © 2007 Athina Geronikaki et al. This is an open access article distributed under the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited.

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