28172-18-1Relevant academic research and scientific papers
Two step synthesis of a non-symmetric acetylcholinesterase reactivator
Musilek, Kamil,Kuca, Kamil,Dohnal, Vlastimil,Jun, Daniel,Marek, Jan,Koleckar, Vit
, p. 1755 - 1761 (2007)
The newly developed and very promising acetylcholinesterase reactivator (E)-1-(2-hydroxyiminomethylpyridinium)-4-(4-hydroxyiminomethylpyridinium) -but-2-ene dibromide was prepared using two different pathways via a two-step synthesis involving the appropriate (E)-1-(4-bromobut-2-enyl)-2- or 4-hydroxyiminomethyl-pyridinium bromides. Afterwards, purities and yields of the desired product prepared by both routes were compared. Finally, its potency to reactivate several nerve agent-inhibited acetylcholinesterases was tested.
Synthesis of the novel series of bispyridinium compounds bearing (E)-but-2-ene linker and evaluation of their reactivation activity against chlorpyrifos-inhibited acetylcholinesterase
Musilek, Kamil,Kuca, Kamil,Jun, Daniel,Dohnal, Vlastimil,Dolezal, Martin
, p. 622 - 627 (2006)
Six potential AChE reactivators were synthesized using modification of currently known synthetic pathways. Their potency to reactivate AChE inhibited by insecticide chlorpyrifos was tested in vitro. According to the results, (E)-1-(2-hydroxyiminomethylpyridinium)-4-(4-hydroxyiminomethylpyridinium) -but-2-ene dibromide seems to be the most potent AChE reactivator. The reactivation potency of these compounds depends on structural factors such as constitution of the linking chain between both pyridinium rings, position of the oxime moiety at the pyridinium ring and presence of quaternary nitrogens.
The preparation, in vitro screening and molecular docking of symmetrical bisquaternary cholinesterase inhibitors containing a but-(2E)-en-1,4-diyl connecting linkage
Musilek, Kamil,Pavlikova, Ruzena,Marek, Jan,Komloova, Marketa,Holas, Ondrej,Hrabinova, Martina,Pohanka, Miroslav,Dohnal, Vlastimil,Dolezal, Martin,Gunn-Moore, Frank,Kuca, Kamil
, p. 245 - 253 (2011)
Carbamate inhibitors (e.g. pyridostigmine bromide) are used as a pre-treatment for the prevention of organophosphorus poisoning. They work by blocking the native function of acetylcholinesterases (AChE) and thus protect AChE against irreversible inhibitio
Selected AChE reactivators in different crystalline environment: Salts and enzyme
Skorska-Stania, Agnieszka,Sliwa, Magdalena,Musilek, Kamil,Kuca, Kamil,Jampilek, Josef,Musiol, Robert,Oleksyn, Barbara J.,Dohnal, Jiri
, p. 495 - 501 (2010)
The investigation of relationships between the molecular structure of the compounds capable to reactivate acetylcholinesterase (AChE) inhibited by organophosphorus toxins, such as nerve agents and pesticides, is an important step toward synthesis of more efficient antidota. In the present article, we describe the crystal structures of two new AChE reactivators, which are bromides of (E)-1,4-bis(4-hydroxyiminomethylpyridinium)-but-2-ene (K075) and of 4,4′-bis(hydroxyiminomethyl)-1,1′-(1,4-phenylenedimethyl)-bispyridinium (K114). Their molecular geometry and intermolecular interactions in the crystalline state are compared to those in the crystal structures of the well-known AChE reactivators, obidoxime, and TMB-4. Inspection of hydrogen bonds and other short intermolecular contacts in the crystalline AChE-obidoxime complex revealed their similarity to those observed in the crystal structures of K075 and K114.
Novel series of bispyridinium compounds bearing a (Z)-but-2-ene linker-Synthesis and evaluation of their reactivation activity against tabun and paraoxon-inhibited acetylcholinesterase
Musilek, Kamil,Holas, Ondrej,Kuca, Kamil,Jun, Daniel,Dohnal, Vlastimil,Opletalova, Veronika,Dolezal, Martin
, p. 3172 - 3176 (2008/02/05)
Six novel AChE reactivators with a (Z)-but-2-ene linker were synthesized using the known synthetic pathways. Their ability to reactivate AChE, which had been previously inhibited by nerve agent tabun or pesticide paraoxon, was tested in vitro and compared
