2-Nonylquinolin-4(1H)-one is a quinolone alkaloid that has been found inP. aeruginosaand has diverse biological activities.^1,2,3,4It reduces infection of Huh7.5 cells by hepatitis C virus (HCV) with an IC₅₀value of 1.4 µg/ml.¹2-Nonylquinolin-4(1H)-one (50 and 100 µg/ml) is also active againstL. gongylophorus, a symbiotic fungus of the agricultural pestA. sexdens(leaf-cutting ant).²It inhibits activation of nuclear factor of activated T cells (NFAT) induced by phorbol 12-myristate 13-acetate and the calcium ionophore A23187 in Jurkat cells (IC₅₀= 3.44 µM), but not LPS-induced NF-κB activation in RAW 264.7 cells (IC₅₀= >100 µM), in reporter assays.³This compound is expected to exist in one or both tautomeric forms, depending on experimental conditions.

1.Wahyuni, T.S., Widyawaruyanti, A., Lusida, M.I., et al.Inhibition of hepatitis C virus replication by chalepin and pseudane IX isolated from Ruta angustifolia leavesFitoterapia99276-283(2014) 2.Biavatti, M.W., Vieira, P.C., da Silva, F.d.G.F., et al.Biological activity of quinoline alkaloids from Raulinoa echinata and x-ray structure of flindersiamineJ. Braz. Chem. Soc.13(1)66-70(2002) 3.Jin, H.Z., Lee, J.H., Lee, D., et al.Quinolone alkaloids with inhibitory activity against nuclear factor of activated T cells from the fruits of Evodia rutaecarpaBiol. Pharm. Bull.27(6)926-928(2004) 4.Ortori, C.A., Dubern, J.-F., Chhabra, S.R., et al.Simultaneous quantitative profiling of N-acyl-L-homoserine lactone and 2-alkyl-4(1H)-quinolone families of quorum-sensing signaling molecules using LC-MS/MSAnal. Bioanal. Chem.399(2)839-850(2011)