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  • Title: Quinoline-based imidazole-fused heterocycles as new inhibitors of 15-lipoxygenase.
    Author: Dianat S, Moghimi S, Mahdavi M, Nadri H, Moradi A, Firoozpour L, Emami S, Mouradzadegun A, Shafiee A, Foroumadi A.
    Journal: J Enzyme Inhib Med Chem; 2016; 31(sup3):205-209. PubMed ID: 27424740.
    Abstract:
    A series of 2-chloro-quinoline-based imidazopyridines 6a-l and imidazothiazoles 6m-o bearing a bulky alkylamine side chain were synthesized as soybean 15-LOX inhibitors. The target compounds 6a-o were prepared via one-pot reaction of 2-chloroquinoline-3-carbaldehyde (3), heteroaromatic amidine 4, and alkyl isocyanides 5, in the presence of NH4Cl. All compounds showed significant anti-15-LOX activity (IC50 values ≤40 μM). Among the title compounds, the imidazo[2,1-b]thiazole derivative 6n bearing a tert-butylamine moiety showed the highest activity against soybean 15-LOX enzyme.
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