Literature DB >> 17960085

Two step synthesis of a non-symmetric acetylcholinesterase reactivator.

Kamil Musilek1, Kamil Kuca, Vlastimil Dohnal, Daniel Jun, Jan Marek, Vit Koleckar.   

Abstract

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.

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Year:  2007        PMID: 17960085      PMCID: PMC6149169          DOI: 10.3390/12081755

Source DB:  PubMed          Journal:  Molecules        ISSN: 1420-3049            Impact factor:   4.411


  15 in total

Review 1.  Organophosphates/nerve agent poisoning: mechanism of action, diagnosis, prophylaxis, and treatment.

Authors:  Jirí Bajgar
Journal:  Adv Clin Chem       Date:  2004       Impact factor: 5.394

2.  Synthesis of the novel series of bispyridinium compounds bearing (E)-but-2-ene linker and evaluation of their reactivation activity against chlorpyrifos-inhibited acetylcholinesterase.

Authors:  Kamil Musilek; Kamil Kuca; Daniel Jun; Vlastimil Dohnal; Martin Dolezal
Journal:  Bioorg Med Chem Lett       Date:  2005-11-08       Impact factor: 2.823

3.  In vitro and in vivo evaluation of pyridinium oximes: mode of interaction with acetylcholinesterase, effect on tabun- and soman-poisoned mice and their cytotoxicity.

Authors:  Maja Calić; Ana Lucić Vrdoljak; Bozica Radić; Dubravko Jelić; Daniel Jun; Kamil Kuca; Zrinka Kovarik
Journal:  Toxicology       Date:  2005-12-05       Impact factor: 4.221

4.  Pretreatment with pyridinium oximes improves antidotal therapy against tabun poisoning.

Authors:  Ana Lucić Vrdoljak; Maja Calić; Bozica Radić; Suzana Berend; Daniel Jun; Kamil Kuca; Zrinka Kovarik
Journal:  Toxicology       Date:  2006-08-18       Impact factor: 4.221

5.  Five oximes (K-27, K-33, K-48, BI-6 and methoxime) in comparison with pralidoxime: in vitro reactivation of red blood cell acetylcholinesterase inhibited by paraoxon.

Authors:  G A Petroianu; K Arafat; K Kuca; J Kassa
Journal:  J Appl Toxicol       Date:  2006 Jan-Feb       Impact factor: 3.446

6.  A comparison of the efficacy of new asymmetric bispyridinium oximes (K027, K048) with currently available oximes against tabun by in vivo methods.

Authors:  Jiri Kassa; Kamil Kuca; Jiri Cabal; Martin Paar
Journal:  J Toxicol Environ Health A       Date:  2006-10

7.  High-performance liquid chromatographic determination of the plasma concentration of K-27, a novel oxime-type cholinesterase reactivator.

Authors:  K Tekes; M Y Hasan; R Sheen; K Kuca; G Petroianu; K Ludányi; H Kalász
Journal:  J Chromatogr A       Date:  2006-05-11       Impact factor: 4.759

8.  Design and synthesis of new bis-pyridinium oxime reactivators for acetylcholinesterase inhibited by organophosphorous nerve agents.

Authors:  Tae-Hyuk Kim; Kamil Kuca; Daniel Jun; Young-Sik Jung
Journal:  Bioorg Med Chem Lett       Date:  2005-04-21       Impact factor: 2.823

9.  Five oximes (K-27, K-33, K-48, BI-6 and methoxime) in comparison with pralidoxime: survival in rats exposed to the organophosphate paraoxon.

Authors:  G A Petroianu; S M Nurulain; N Nagelkerke; M A H Al-Sultan; K Kuca; J Kassa
Journal:  J Appl Toxicol       Date:  2006 May-Jun       Impact factor: 3.446

Review 10.  Structural requirements of acetylcholinesterase reactivators.

Authors:  Kamil Kuca; Daniel Juna; Kamil Musilek
Journal:  Mini Rev Med Chem       Date:  2006-03       Impact factor: 3.862

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  3 in total

1.  Efficacy of eight experimental bispyridinium oximes against paraoxon-induced mortality: comparison with the conventional oximes pralidoxime and obidoxime.

Authors:  S M Nurulain; D E Lorke; M Y Hasan; M Shafiullah; K Kuca; K Musilek; G A Petroianu
Journal:  Neurotox Res       Date:  2009-04-07       Impact factor: 3.911

Review 2.  The Experimental Oxime K027-A Promising Protector From Organophosphate Pesticide Poisoning. A Review Comparing K027, K048, Pralidoxime, and Obidoxime.

Authors:  Dietrich E Lorke; Georg A Petroianu
Journal:  Front Neurosci       Date:  2019-05-22       Impact factor: 4.677

3.  Experimental and Established Oximes as Pretreatment before Acute Exposure to Azinphos-Methyl.

Authors:  Dietrich E Lorke; Syed M Nurulain; Mohamed Y Hasan; Kamil Kuča; Georg A Petroianu
Journal:  Int J Mol Sci       Date:  2021-03-17       Impact factor: 5.923

  3 in total

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