Organosilicon-Containing Thiazole Derivatives as Potential Lipoxygenase Inhibitors and Anti-Inflammatory Agents. (30th July 2007)

• Record Type: Journal Article
• Authors: Geronikaki, Athina; Hadjipavlou-Litina, Dimitra; Zablotskaya, Alla; Segal, Izolda
• Other Names: Mendoza-Diaz Guillermo Academic Editor.
• Is Part Of: Bioinorganic chemistry and applications. Volume 2007(2007)
• Publication Date: 2007-07-30
• Subjects: Bioinorganic chemistry -- Periodicals; Bioinorganic chemistry; Biochemistry; Inorganic Chemistry; Chemistry, Bioinorganic; Periodicals; 572.51
• DOI: 10.1155/2007/92145
• Languages: English
• ISSNs: 1565-3633

Abstract

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 (ID 50 = 0.01 mmol). It also possessed moderate cytotoxic effect (LC 50 = 13 μ g/mL, 3 × 10 − 8 mmol/mL) concerning MG-22A cell lines.