title: Indolizine 1-sulfonates as potent inhibitors of 15-lipoxygenase from soybeans.
abstract: A number of indolizine 1-sulfonates have been prepared by cyclization of cyclopropenones with pyridines followed by trapping of the intermediate 1-indolizinol with a sulfonyl halide, and examined as inhibitors of 15-lipoxygenase (15-LO). The compounds display IC(50) values between 15 and 42 microM; all are more active than the well-known 15-LO inhibitor quercetin (IC(50) 51 microM). A wide variety of substituents are well tolerated. The enzyme inhibition was not affected by preincubation or the presence of a detergent and no significant particle formation was observed. Hence, inhibition from aggregates of indolizines, promiscuous inhibition, is highly unlikely.
authors.affiliation: Department of Chemistry, University of Oslo, PO Box 1033, Blindern, N-0315 Oslo, Norway.
authors.forename: Solomon
authors.initials: S
authors.lastname: Teklu
authors.forename: Lise-Lotte
authors.initials: LL
authors.lastname: Gundersen
authors.forename: Tove
authors.initials: T
authors.lastname: Larsen
authors.forename: Karl E
authors.initials: KE
authors.lastname: Malterud
authors.forename: Frode
authors.initials: F
authors.lastname: Rise
mesh_terms: D001190:Arylsulfonates / Q000138:chemical synthesis / Q000494:pharmacology*; D004791:Enzyme Inhibitors / Q000138:chemical synthesis / Q000494:pharmacology*; D007212:Indolizines / Q000138:chemical synthesis / Q000494:pharmacology*; D016859:Lipoxygenase Inhibitors; D013025:Glycine max / Q000201:enzymology*
chemical_list: D001190:Arylsulfonates; D004791:Enzyme Inhibitors; D007212:Indolizines; D016859:Lipoxygenase Inhibitors