title: LUMO energy of model compounds of bispyridinium compounds as an index for the inhibition of choline kinase.
abstract: Eleven derivatives of 1,1'-[1,2-ethylenebis(benzene-1,4-diylmethylene)]bis(4-pyridinium) dibromides bearing various groups at C-4 of the pyridinium moiety were synthesized and examined for their inhibition of choline kinase (ChoK) and antiproliferative activities. The C-4 substituents include electron-releasing, neutral or electron-withdrawing groups. A one-parameter regression equation has been derived which satisfactorily describes the ex vivo inhibitory potency of ChoK of the title compounds. The electronic effect plays a critical function in the ex vivo inhibition of ChoK although the role of electrostatic interactions could be altered due to a solvation process of both ChoK and ligands.
authors.affiliation: Departamento de Química Orgánica, Facultad de Farmacia, Campus de Cartuja s/n, E-18071, Granada, Spain.
authors.forename: J
authors.initials: J
authors.lastname: Campos
authors.forename: M
authors.initials: M
authors.lastname: del Carmen Núñez
authors.forename: V
authors.initials: V
authors.lastname: Rodríguez
authors.forename: A
authors.initials: A
authors.lastname: Entrena
authors.forename: R
authors.initials: R
authors.lastname: Hernández-Alcoceba
authors.forename: F
authors.initials: F
authors.lastname: Fernández
authors.forename: J C
authors.initials: JC
authors.lastname: Lacal
authors.forename: M A
authors.initials: MA
authors.lastname: Gallo
authors.forename: A
authors.initials: A
authors.lastname: Espinosa
mesh_terms: D002797:Choline Kinase / Q000037:antagonists & inhibitors*; D015195:Drug Design; D004791:Enzyme Inhibitors / Q000737:chemistry* / Q000494:pharmacology*; D009682:Magnetic Resonance Spectroscopy; D008956:Models, Chemical; D008958:Models, Molecular; D011726:Pyridinium Compounds / Q000138:chemical synthesis / Q000737:chemistry* / Q000494:pharmacology*; D016339:Spectrometry, Mass, Fast Atom Bombardment; D013329:Structure-Activity Relationship
chemical_list: D004791:Enzyme Inhibitors; D011726:Pyridinium Compounds; D002797:Choline Kinase