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Bioorg Med Chem Lett ; 12(15): 1951-4, 2002 Aug 05.
Article in English | MEDLINE | ID: mdl-12113816

ABSTRACT

Dimethoxy- and trimethoxychalcone derivatives, with various patterns of fluorination, were synthesized and evaluated for their influence on nitric oxide production. Some of them, chalcones 1, 5, 7, 10, 11 and 17, inhibited NO production with an IC(50) in the submicromolar range; 17 is especially noteworthy because of its potency (IC(50) 30nM). These effects were not the consequence of a direct inhibitory action on enzyme activity but the inhibition of enzyme expression.


Subject(s)
Chalcone/analogs & derivatives , Hydrocarbons, Fluorinated/pharmacology , Nitric Oxide/biosynthesis , Animals , Anti-Inflammatory Agents, Non-Steroidal/chemical synthesis , Anti-Inflammatory Agents, Non-Steroidal/pharmacology , Cell Line , Chalcone/chemical synthesis , Chalcone/pharmacology , Enzyme Induction , Hydrocarbons, Fluorinated/chemical synthesis , Inhibitory Concentration 50 , Lipopolysaccharides/pharmacology , Macrophages/drug effects , Macrophages/immunology , Mice , Nitric Oxide Synthase/antagonists & inhibitors , Nitric Oxide Synthase/biosynthesis , Nitric Oxide Synthase Type II , Nitrites/metabolism , Structure-Activity Relationship
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