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Preparation and in vitro screening of heterocyclic quaternary cholinesterase reactivators (CROSBI ID 601058)

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Baumann, Krešimir ; Primožič, Ines ; Tomić- Pisarović, Srđanka Preparation and in vitro screening of heterocyclic quaternary cholinesterase reactivators // Syntetic Life: Molecules, Cells and Tissues (Student Workshop) Reẖovot, Izrael, 13.10.2013-16.10.2013

Podaci o odgovornosti

Baumann, Krešimir ; Primožič, Ines ; Tomić- Pisarović, Srđanka

engleski

Preparation and in vitro screening of heterocyclic quaternary cholinesterase reactivators

Organophosphates (OP) and carbamates (CM) are extremely toxic cholinesterase inhibiting compounds used as pesticides, insecticides and nerve agents. In the past century, the development of OPs and CMs was greater than ever before, and will most likely continue due to discovery of new applications for these compounds. Chemical warfare agents are of outmost concern because of their possible use in wars and terrorist attacks. Since there is still no single, broad-spectrum compound suitable for the antidotal treatment of poisoning with all OP agents a series of novel aliphatic and aromatic quaternary salts of N- alkyl/aryl imidazole- and benzimidazole-2- aldoximes have been prepared as potential reactivators of inhibited cholinesterases. N- alkylations of commercially available heterocyclic azoles resulted in their N- alkyl/aryl derivatives. N-alkyl/aryl imidazoles and benzimidazoles were converted to the appropriate 2-carbaldehydes by using modified Ivesen-Lund method and then to 2-aldoximes. Reaction of the oximes with the alkyl/aryl halogenides resulted in a desired quaternary salts. Structures of prepared compounds were deduced from IR, one- and twodimensional NMR and MS spectra. Ellmans method4 and acetylthiocholine as substrate were used to test inhibitory properties of prepared compounds and their reactivation efficiency of Paraoxon™ inhibited HuBChE, as well as lyophilised EqBChE . Structural characteristics of an efficient oxime reactivator will be discussed.

antidotes ; organophosphates ; cholinesterases

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Podaci o prilogu

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Podaci o skupu

Syntetic Life: Molecules, Cells and Tissues (Student Workshop)

poster

13.10.2013-16.10.2013

Reẖovot, Izrael

Povezanost rada

Kemija