title: Synthesis of a novel series of bispyridinium compounds bearing a xylene linker and evaluation of their reactivation activity against chlorpyrifos-inhibited acetylcholinesterase.
abstract: Nine potential AChE reactivators were synthesized using a modification of currently known synthetic pathways. Their potency to reactivate AChE inhibited by insecticide chlorpyrifos was tested in vitro. 2,2'-Bis(hydroxyiminomethyl)-1,1'-(1,4-phenylenedimethyl)-bispyridinium dibromide seems to be the most potent AChE reactivator. The reactivation potency of these compounds depends on structural factors such as length of the linking chain between both pyridinium rings and position of the oxime moiety on the pyridinium ring.
authors.affiliation: Department of Pharmaceutical Chemistry and Drug Control, Faculty of Pharmacy in Hradec Kralove, Charles University in Prague, Heyrovskeho 1203, 500 05 Hradec Kralove, Czech Republic.
authors.forename: K
authors.initials: K
authors.lastname: Musilek
authors.forename: K
authors.initials: K
authors.lastname: Kuca
authors.forename: D
authors.initials: D
authors.lastname: Jun
authors.forename: V
authors.initials: V
authors.lastname: Dohnal
authors.forename: M
authors.initials: M
authors.lastname: Dolezal
mesh_terms: D000110:Acetylcholinesterase / Q000378:metabolism*; D000818:Animals; D004390:Chlorpyrifos / Q000494:pharmacology*; D002800:Cholinesterase Inhibitors / Q000494:pharmacology*; D003432:Cross-Linking Reagents / Q000737:chemistry*; D004789:Enzyme Activation / Q000187:drug effects; D015394:Molecular Structure; D010091:Oximes / Q000737:chemistry; D011726:Pyridinium Compounds / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013329:Structure-Activity Relationship; D014992:Xylenes / Q000737:chemistry*
chemical_list: D002800:Cholinesterase Inhibitors; D003432:Cross-Linking Reagents; D010091:Oximes; D011726:Pyridinium Compounds; D014992:Xylenes; D000110:Acetylcholinesterase; D004390:Chlorpyrifos