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Research Article

A comparison of the therapeutic and reactivating efficacy of newly developed bispyridinium compounds (K206, K269) with currently available oximes against tabun in rats and mice

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Pages 776-780 | Received 06 Sep 2007, Accepted 30 Oct 2007, Published online: 20 Oct 2008

References

  • J Kassa. (2002). Review of oximes in the antidotal treatment of poisoning by organophosphorus nerve agents. J Toxicol Clin Toxicol 40:803–816.
  • TC Marrs. (1993). Organophosphate poisoning. Pharmacol Ther 58:51–66.
  • J Cabal, and J Bajgar. (1999). Tabun – reappearance 50 years later (in Czech). Chem Listy 93:27–31.
  • F Ekström, C Akfur, AK Tunemalm, and S Lundberg. (2006). Structural changes of phenylalanine 338 and histidine 447 revealed by the crystal structures of tabun-inhibited murine acetylcholinesterase. Biochemistry 45:74–81.
  • M Jokanovic, M Maksimovic, V Kilibarda, D Jovanovic, and D Savic. (1996). Oxime-induced reactivation of acetylcholinesterase inhibited by phosphoramidates. Toxicol Lett 85:35–39.
  • J Bajgar. (2004). Organophosphate/nerve agent poisoning: Mechanism of action, diagnosis, prophylaxis and treatment. Adv Clin Chem 38:151–216.
  • I Koplovitz, and JR Stewart. (1994). A comparison of the efficacy of HI-6 and 2-PAM against soman, tabun, sarin and VX in the rabbit. Toxicol Lett 70:169–179.
  • J Kassa. (1995). Comparison of efficacy of two oximes (HI-6 and obidoxime) in soman poisoning in rats. Toxicology 101:167–174.
  • G Puu, E Artursson, and G Bucht. (1986). Reactivation of nerve agent inhibited acetylcholinesterases by HI-6 and obidoxime. Biochem Pharmacol 35:1505–1510.
  • F Worek, R Widmann, O Knopff, and L Szinicz. (1998). Reactivating potency of obidoxime, pralidoxime, HI-6 and HLö-7 in human erythrocyte acetylcholinesterase inhibited by highly toxic organophosphorus compounds. Arch Toxicol 72:237–243.
  • K Musilek, O Holas, K Kuca, D Jun, V Dohnal, V Opletalova, and M Dolezal. (2007). Synthesis of monooxime-monocarbamoyl bispyridinium compounds bearing (E)-but-2-ene linker and evaluation of their reactivation activity against tabun- and paraoxon-inhibited acetylcholinesterase. J Enz Inhib Med Chem DOI: 101080/14756360701383981
  • K Musilek, O Holas, D Jun, V Dohnal, F Gunn-Moore, V Opletalova, M Dolezal, and K Kuca. (2007). Monooxime reactivators of acetylcholinesterase with (E)-but-2-ene linker - Preparation and reactivation of tabun and paraoxon-inhibited acetylcholinesterase. Bioorg Med Chem 15:6733–6741.
  • R Tallarida, and R Murray. Manual of Pharmacological Calculation with Computer ProgramsNew York: Springer-Verlag; (1987).
  • JG Clement, AS Hansen, and CA Boulet. (1992). Efficacy of HLö-7 and pyrimidoxime as antidotes of nerve agent poisoning in mice. Arch Toxicol 66:216–219.
  • GL Ellman, DK Courtney, VJr Andres, and RM Feartherstone. (1961). A new and rapid colorimetric determination of acetylcholinesterase activity. Biochem Pharmacol 7:88–93.
  • K Kuca, and J Kassa. (2003). A comparison of the ability of a new bispyridinium oxime – 1-(4- hydroxyiminomethylpyridinium-4-(4-carbamoylpyridinium)butane dibromide and currently used oximes to reactivate nerve agent-inhibited rat brain acetylcholinesterase by in vitro methods. J Enz Inhib Med Chem 18:529–535.
  • K Musilek, O Holas, K Kuca, D Jun, V Dohnal, and M Dolezal. (2007). Synthesis of a novel non-symmetrical bispyridinium compounds bearing a xylene linker and evaluation of their reactivation activity using tabun and paraoxon-inhibited acetylcholinesterase. J Enz Inhib Med Chem 22:425–432.
  • J Cabal, K Kuca, and J Kassa. (2004). Specification of the structure of oximes able to reactivate tabun-inhibited acetylcholinesterase. Pharmacol Toxicol 95:81–86.
  • J Kassa, and J Cabal. (1999). A comparison of the efficacy of a new asymmetric bispyridinium oxime BI-6 with currently available oximes and H oximes against soman by in vitro and in vivo methods. Toxicology 132:111–118.
  • J Kassa, and J Cabal. (1999). A comparison of the efficacy of a new asymmetric bispyridinium oxime BI-6 with presently used oximes and H oximes against sarin by in vitro and in vivo methods. Hum Exp Toxicol 18:560–565.
  • J Kassa, and J Cabal. (1999). A comparison of the efficacy of acetylcholinesterase reactivators against cyclohexylmethylphosphonofluoridate (GF agent) by in vitro and in vivo methods. Pharmacol Toxicol 84:41–45.
  • K Kuca, D Jun, and K Musilek. (2006). Structural requirements of acetylcholinesterase reactivators. Mini Rev Med Chem 6:269–277.
  • J Bajgar, J Fusek, K Kuca, L Bartosova, and D Jun. (2007). Treatment of organophosphate intoxication using cholinesterase reactivators: Facts and fiction. Mini-Rev Med Chem 7:461–466.
  • J Kassa. (2006). The influence of oxime and anticholinergic drug selection on the potency of antidotal treatment to counteract acute toxic effects of tabun in mice. Neurotox Res 9:59–62.
  • J Kassa, K Kuca, L Bartosova, and G Kunesova. (2007). The development of new structural analogues of oximes for the antidotal treatment of poisoning by nerve agents and the comparison of their reactivating and therapeutic efficacy with currently available oximes. Curr Org Chem 11:267–283.
  • M Jokanovic, and M Maksimovic. (1995). A comparison of trimedoxime, obidoxime, pralidoxime and HI-6 in the treatment of oral organophosphorus insecticide poisoning in the rat. Arch Toxicol 70:119–123.
  • GA Petroianu, SM Nurulain, N Nagelkerke, M Shafiullah, J Kassa, and K Kuca. (2007). Five oximes (K-27, K-48, obidoxime, HI-6 and trimedoxime) in comparison with pralidoxime: Survival in rats exposed to methyl-paraoxon. J Appl Toxicol 27:453–457.
  • F Worek, T Kirchner, M Bäker, and L Szinicz. (1996). Reactivation by various oximes of human erythrocyte acetylcholinesterase inhibited by different organophosphorus compounds. Arch Toxicol 70:497–503.

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