Naslov
Sinteza i karakterizacija novih oksimskih antidota pri otrovanju organofosfornim spojevima
(Synthesis and characterization of novel oxime antidotes for organophosphorus poisoning)

Autori
Spahić, Zlatan ; Hrenar, Tomica ; Primožič, Ines

Vrsta, podvrsta i kategorija rada
Sažeci sa skupova, sažetak, znanstveni

Izvornik
Simpozij studenata doktorskih studija PMF : knjiga sažetaka / Barišić, Dajana - Zagreb : Prirodoslovno-matematički fakultet Sveučilišta u Zagrebu, 2021, 388-388

ISBN
978-953-6076-90-1

Skup
5. Simpozij studenata doktorskih studija PMF-a = 5th Faculty of Science PhD Student Symposium

Mjesto i datum
Zagreb, Hrvatska, 24.04.2021. - 25.04.2021

Vrsta sudjelovanja
Poster

Vrsta recenzije
Domaća recenzija

Ključne riječi
imidazole-2-aldoxime compounds ; organophosphorus poisoning ; antidotes

Sažetak
In attempt to find new, more potent antidotes against organophosphorus poisoning [1], series of novel, quaternary imidazole-2-aldoxime based compounds have been prepared. N-alkylation of commercially available imidazole was carried out with benzyl bromide in THF with sodium hydride as a base. N-benzylimidazole was converted to 2-carbaldehyde derivative by the reaction with n-butyllithium and DMF [2]. N-benzylimidazole-2-aldoxime was synthesized using hydroxylamine hydrochloride in solution and without solvent in mechanochemical reaction [3]. Quaternization of N-benzylimidazole-2-aldoxime with methyl iodide and benzyl bromides substituted with fluorine atoms and trifluoromethyl groups resulted in the desired novel quaternary compounds [1, 4]. Structures of compounds were deduced from FTIR, ATR, one- and two-dimensional NMR spectra. Furthermore, molecular modelling was used to predict the most probable orientations of compounds within the active site of the enzyme to determine the potency to reactivate phosphorylated human plasma butyrylcholinesterase (BChE). The optimized geometries for complexes of all prepared oximes with BChE have been proposed. Structural characteristics of an efficient oxime reactivator, differences in orientation and relative energies will be presented and discussed.

Izvorni jezik
Engleski

Znanstvena područja
Kemija

POVEZANOST RADA