[2-Aryl-pyrrolo[2,1-b]benzothiazoles as a selective or dual inhibitors of cyclo-oxygenases and 5-lipoxygenases. 21. Non-steroidal anti-inflammatory agents].
A series of 2-aryl-pyrrolobenzothiazoles with additional functional groups was synthesized and characterized. Mainly ring opening and less substitution of the pyrrole moiety was observed reacting the heterocyclic system with diazoethyl acetate. In general all compounds inhibit 5-lipoxygenase more effectively than cyclooxygenase but one of them is a well balanced dual inhibitor. A structure-activity relationship and the enzyme selectivity are discussed.
Dannhardt
G
G
Institut für Pharmazie, Johannes Gutenberg-Universität, Fachbereich Chemie und Pharmazie, Mainz, Germany.
Kreher
M
M
Nowe
U
U
Schmitt
S
S
D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis* / Q000494:pharmacology*; D016861:Cyclooxygenase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D006801:Humans; D066298:In Vitro Techniques; D016859:Lipoxygenase Inhibitors / Q000138:chemical synthesis* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D009504:Neutrophils / Q000187:drug effects / Q000201:enzymology; D013329:Structure-Activity Relationship; D013844:Thiazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D000894:Anti-Inflammatory Agents, Non-Steroidal; D016861:Cyclooxygenase Inhibitors; D016859:Lipoxygenase Inhibitors; D013844:Thiazoles