Design, synthesis, and biological evaluation of 1-(4-sulfamylphenyl)-3-trifluoromethyl-5-indolyl pyrazolines as cyclooxygenase-2 (COX-2) and lipoxygenase (LOX) inhibitors.

摘要: A series of 20 novel 1-(4-sulfamylphenyl)-3-trifluoromethyl-5-indolyl pyrazolines were designed, synthesized, and screened in vitro for anti-inflammatory activity. These compounds designed evaluation as dual inhibitors cyclooxygenases (COX-1 COX-2) lipoxygenases (LOX-5, LOX-12, LOX-15) that are responsible inflammation pain. All pyrazoline molecules prepared optically active more potent COX-2 inhibitory activity (5a 5f) resolved by chiral column each enantiomer was tested cyclooxygenase Molecular modeling comparison molecular models 5a enantiomers with celecoxib model shows (enantiomer-1) (enantiomer-2) have hydrogen bonding interactions the catalytic domain enzyme than celecoxib. Compounds 5a, 5e, 5f showed moderate to good LOX-5 LOX-15 this is comparable rofecoxib.