In vitro studies of some 2,4-disubstituted thiazolyl-aminoketones with anti-inflammatory activity. Correlation with lipophilicity and structural characteristics.
A number of ring and chain substituted aminothiazole derivatives with strong anti-inflammatory activity were studied for their antiproteolytic and oxygen radical scavenging properties. Their interactions with the stable free radical 1,1-diphenyl-2-picrylhydrazyl was determined. Their inhibition of the soybean 12-lipoxygenase and beta-glucuronidase enzymes was evaluated. They scavenged superoxide anion and inhibited proteolysis to a non appreciable extent, whereas no activity on beta-glucuronidase and lipoxygenase was found. Their reducing ability was found to be low. Good correlation was obtained between the anti-inflammatory activity and clog P (theoretically calculated lipophilicity) and between anti-inflammatory activity and proteolytic inhibition. RM values were also determined.
Geronikaki
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AA
Department of Pharmaceutical Chemistry, School of Pharmacy, Aristotelian University of Thessaloniki, Greece.
Hadjipavlou-Litina
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DJ
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000737:chemistry* / Q000494:pharmacology*; D055598:Chemical Phenomena; D002627:Chemistry, Physical; D016166:Free Radical Scavengers / Q000494:pharmacology; D005966:Glucuronidase / Q000037:antagonists & inhibitors; D007659:Ketones / Q000737:chemistry / Q000494:pharmacology*; D016859:Lipoxygenase Inhibitors / Q000494:pharmacology; D011480:Protease Inhibitors / Q000494:pharmacology; D019163:Reducing Agents / Q000494:pharmacology; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000737:chemistry / Q000494:pharmacology*
D000894:Anti-Inflammatory Agents, Non-Steroidal; D016166:Free Radical Scavengers; D007659:Ketones; D016859:Lipoxygenase Inhibitors; D011480:Protease Inhibitors; D019163:Reducing Agents; D013844:Thiazoles; D005966:Glucuronidase