Synthesis of a potential reactivator of acetylcholinesterase—1-(4-hydroxyiminomethylpyridinium)-3-(carbamoylpyridinium)propane dibromide

Kuča, Kamil; Bielavský, J.; Cabal, Jiřı́; Bielavská, Marcela

doi:10.1016/s0040-4039(03)00538-0

Cited by 113 publications

(81 citation statements)

References 11 publications

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“…In this study, we have tested three currently used AChE reactivators (pralidoxime, obidoxime, and HI-6) in comparison with our newly developed AChE reactivators (K033 and K027) [11,12]. We have previously tested their potencies on rat brain homogenate [13,14].…”

Section: Discussionmentioning

confidence: 99%

“…HI-6 and the new oximes, K033 and K027, were synthesized at our department [11,12,13,16]. The purity of all AChE reactivators was tested using TLC (DC-Alufolien Cellulose F; mobile phase n-butanol: acetic acid: water-5:1:2; Detection: Dragendorff reagent).…”

Section: Chemicalsmentioning

confidence: 99%

“…During the last several years, we have synthesized two new AChE reactivators (K033 and K027) at our department ( Figure 2) [11,12]. Based on their potencies in reactivating rat brain AChE inhibited by several nerve agents (sarin, tabun, VX and cyclosarin) in vitro, they would be expected to be promising AChE reactivators [13,14].…”

Section: Introductionmentioning

confidence: 99%

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Reactivation of sarin-inhibited pig brain acetylcholinesterase using oxime antidotes

Kuča

Jun

2006

J. Med. Toxicol.

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Introduction: Organophosphorus nerve agents inhibit the enzyme, acetylcholinesterase (AChE; EC 3.1.1.7). AChE reactivators (also known as oximes) are generally used for the reactivation of an inhibited enzyme.Methods: Two new AChE reactivators-K033 and K027-were tested for their in vitro reactivation of sarin-inhibited pig-brain AChE. Their reactivation potencies were compared with the commercially available AChE reactivators, pralidoxime, obidoxime, and HI-6.Results: Of the oximes tested, the newly developed oxime K027 achieved the highest reactivation potency (100%; concentration of the oxime −10 −2 M). However, oxime HI-6 (33%) and obidoxime (23%) seem to be the best AChE reactivators for human relevant doses (10 −4 M and lower).Conclusion: For human relevant doses, newly developed oximes (K027 and K033) do not surpass the reactivation potency of the most promising oxime, HI-6.

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Section: Discussionmentioning

confidence: 99%

Section: Chemicalsmentioning

confidence: 99%

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Reactivation of sarin-inhibited pig brain acetylcholinesterase using oxime antidotes

Kuča

Jun

2006

J. Med. Toxicol.

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“…For instance, some isn basedcompounds are promising reactivators for the acetylcholinesterase inhibited by sarin [5] and paraoxon organophosphorus agent [6]. Another relevant property of isn is related to its ability to enhance Sirt1 deacetylase activity by competing with the endogenous Sirt1 inhibitor nicotinamide [7].…”

Section: Introductionmentioning

confidence: 99%

Antimycobacterial and antitumor activities of Palladium(II) complexes containing isonicotinamide (isn): X-ray structure of trans-[Pd(N3)2(isn)2]

Souza

Stevanato

Treu-Filho

et al. 2010

European Journal of Medicinal Chemistry

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“…In 2003, a new promising AChE reactivator against tabun was prepared -K027 (5; Figure 3) [23]. This reactivator, together with trimedoxime (4), is considered to be currently the most potent available for experimental treatment of GA poisoning [24][25][26][27].…”

Section: Introductionmentioning

confidence: 99%

Targeted Synthesis of 1-(4-Hydroxyiminomethylpyridinium)-3-pyridiniumpropane Dibromide – A New Nerve Agent Reactivator

Kuča¹,

Musílek²,

Paar³

et al. 2007

Molecules

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Preparation of 1-(4-hydroxy-iminomethylpyridinium)-3-pyridiniumpropane dibromide is described. This compound represents a new acetylcholinesterase (AChE) reactivator, which has no substituents on the second pyridinium ring as found in other commonly used AChE reactivators. The reactivation ability of this reactivator was tested on tabun-and cyclosarin-inhibited AChE. According to the results obtained, the new compound (without substitution and with decreased molecule size) showed increased reactivation potency in case of cyclosarin inhibited AChE. A potent oxime for treatment of tabun and cyclosarin-caused intoxications was thus obtained via slight modification of the reactivator structure (compared to trimedoxime and K027).

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Synthesis of a potential reactivator of acetylcholinesterase—1-(4-hydroxyiminomethylpyridinium)-3-(carbamoylpyridinium)propane dibromide

Cited by 113 publications

References 11 publications

Reactivation of sarin-inhibited pig brain acetylcholinesterase using oxime antidotes

Reactivation of sarin-inhibited pig brain acetylcholinesterase using oxime antidotes

Antimycobacterial and antitumor activities of Palladium(II) complexes containing isonicotinamide (isn): X-ray structure of trans-[Pd(N3)2(isn)2]

Targeted Synthesis of 1-(4-Hydroxyiminomethylpyridinium)-3-pyridiniumpropane Dibromide – A New Nerve Agent Reactivator

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