In vitro evaluation of acetylcholinesterase reactivators as potential antidotes against tabun nerve agent poisonings

Drug and Chemical Toxicology

Volumn 29, Issue 4, 2006, Pages 443-449

  Kuca, Kamil ^a,b   Cabal, Jiri ^a   Jun, Daniel ^a   Hrabinova, Martina ^a  

^a UNIVERSITY OF DEFENCE   (Czech Republic)

^b UNIVERSITY OF DEFENCE   (Czech Republic)

Author keywords

Cholinesterase; Nerve agent; Oxime; Reactivators; Tabun

Indexed keywords

1 (3 CARBAMOYLPYRIDINIO) 1' (2 HYDROXYIMINOMETHYLPYRIDINIO)DIMETHYL ETHER; 1 (4 CARBAMOYLPYRIDINIO) 1' (2 HYDROXYIMINOMETHYLPYRIDINIO)DIMETHYL ETHER; 1 [2,4 BIS(HYDROXYIMINOMETHYL)PYRIDINIO] 1' (4 CARBAMOYLPYRIDINIO)DIMETHYL ETHER DIIODIDE; ANTIDOTE; CHOLINESTERASE; CHOLINESTERASE REACTIVATOR; K 005; K 027; K 033; K 048; K 074; K 075; METHOXIME; NERVE GAS; OBIDOXIME; OXIME DERIVATIVE; PRALIDOXIME; TABUN; TRIMEDOXIME; UNCLASSIFIED DRUG;

ANIMAL MODEL; ANIMAL TISSUE; ARTICLE; BRAIN HOMOGENATE; CONCENTRATION RESPONSE; CONTROLLED STUDY; DRUG POTENCY; DRUG SCREENING; DRUG SYNTHESIS; ENZYME ACTIVATION; ENZYME INHIBITION; ENZYME REACTIVATION; ENZYME SYNTHESIS; IN VITRO STUDY; NERVE; NEUROTOXICITY; NONHUMAN; RAT;

ACETYLCHOLINESTERASE; ANIMALS; ANTIDOTES; BRAIN; CHEMICAL WARFARE AGENTS; CHOLINESTERASE INHIBITORS; CHOLINESTERASE REACTIVATORS; DOSE-RESPONSE RELATIONSHIP, DRUG; MOLECULAR STRUCTURE; OBIDOXIME CHLORIDE; PHOSPHORIC ACID ESTERS; RATS; TRIMEDOXIME;

EID: 33748654796     PISSN: 01480545     EISSN: 15256014     Source Type: Journal    
DOI: 10.1080/01480540600718565     Document Type: Article

References (17)

1. Bajgar, J. (2004). Organophosphates/nerve agent poisoning: mechanism of action, diagnosis, prophylaxis, and treatment. Adv. Clin. Chem. 38:151-216.
2. Cabal, J., Kuca, K., Kassa, J. (2004). Specification of the structure of oximes able to reactivate tabun inhibited acetylcholinesterase. Bas. Clin. Pharmacol. Toxicol. 95:81-86.
3. Chennamaneni, S. R., Vobalaboina, V., Garlapati, A. (2005). Quaternary salts of 4,3′ and 4,4′bis-pyridinium monooximes: Synthesis and biological activity. Bioorg. Med. Chem. Lett. 15:3076-3080.
4. Dohnal, V., Kuca, K., Jun, D. (2005). Prediction of a new broad-spectrum reactivator capable to reactivate acetylcholinesterase inhibited by nerve agents. J. Appl. Biomed. 3:139-145.
5. Kassa, J. (2002). Review of oximes in the antidotal treatment of poisoning by organophosphorus nerve agents. J. Toxicol. Clin. Toxicol. 40:803-816.
6. Kassa, J. (2006). The influence of oxime and anticholinergic drug selectioin on the potency of antidotal treatment to counteract acute toxic effects of tabun in mice. Neurotox. Res. 9:59-62.
7. Kim, T. H., Kuca, K., Jun, D., Jung, Y. S. (2005). Design and synthesis of new bis-pyridinium oximes as cyclosarin-inhibited acetylcholinesterase reactivators. Bioorg. Med. Chem. Lett. 15:2914-2917.
8. Kuca, K., Kassa, J. (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. Enzyme Inhib. Med. Chem. 18:529-535.
9. Kuca, K., Bielavsky, J., Cabal, J., Kassa, J. (2003). Synthesis of a new reactivator of tabun-inhibited acetylcholinesterase. Bioorg. Med. Chem. Lett. 13:3545-3547.
10. Kuca, K., Cabal, J., Patocka, J., Kassa, J. (2004). Synthesis of bisquaternary symmetric - χ,δ-bis(2-hydroxyiminomethylpyridinium) alkane dibromides and their reactivation of cyclosarin-inhibited acetylcholinesterase. Lett. Org. Chem. 1:84-86.
11. Kuca, K., Cabal, J. (2005). Evaluation of newly synthesized reactivators of the brain cholinesterase inhibited by sarin-nerve agent. Toxicol. Mech. Methods 15:247-252.
12. Kuca, K., Cabal, J., Musilek, K., Jun, D., Bajgar, J. (2005a). Effective bisquaternary reactivators of tabun-inhibited AChE. J. Appl. Toxicol. 25:491-495.
13. Kuca, K., Cabal, J., Jun, D., Kassa, J., Bartosova, L., Kunesova, G., Dohnal, V. (2005b). Development of new acetylcholinesterase reactivators - antidotes used for treatment of nerve agent poisonings. Biomed. Papers 149:429-431.
14. Marrs, T. C. (1993). Organophosphate poisoning. Pharmacol. Ther. 58:51-66.
15. Pang, Y. P., Kollmeyer, T. M., Hong, F., Lee, J. C., Hammond, P. I., Haugabouk, S. P., Brimijoin, S. (2003). Rational design of alkylene-linked bis-pyridiniumaldoximes as improved acetylcholinesterase reactivators. Chem. Biol. 10:491-502.
16. Patocka, J., Cabal, J., Kuca, K., Jun, D. (2005). Oxime reactivation of acetylcholinesterase inhibited by toxic phosphorus ester: in vitro kinetics and thermodynamics. J. Appl. Biomed. 3:91-99.
17. Yang, G. Y., Yoon, J. H., Seong, C. M., Park, N. S., Jung, Y. S. (2003). Synthesis of bis-pyridinium oxime antidotes using bis(methylsulfonoxymethyl) ether for organophosphate nerve agents. Bull. Korean Chem. Soc. 24:1368-1370.