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Embargo period 2025-02-17
master's thesis
Dizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze
Zagreb: University of Zagreb, Faculty of Science, 2023. urn:nbn:hr:217:683772
Divjak, Toni
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Divjak, T. (2023). Dizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze (Master's thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:683772

Divjak, Toni. "Dizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze." Master's thesis, University of Zagreb, Faculty of Science, 2023. https://urn.nsk.hr/urn:nbn:hr:217:683772

Divjak, Toni. "Dizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze." Master's thesis, University of Zagreb, Faculty of Science, 2023. https://urn.nsk.hr/urn:nbn:hr:217:683772

Divjak, T. (2023). 'Dizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze', Master's thesis, University of Zagreb, Faculty of Science, accessed 21 December 2024, https://urn.nsk.hr/urn:nbn:hr:217:683772

Divjak T. Dizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze [Master's thesis]. Zagreb: University of Zagreb, Faculty of Science; 2023 [cited 2024 December 21] Available at: https://urn.nsk.hr/urn:nbn:hr:217:683772

T. Divjak, "Dizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze", Master's thesis, University of Zagreb, Faculty of Science, Zagreb, 2023. Available at: https://urn.nsk.hr/urn:nbn:hr:217:683772

Metadata
TitleDizajn i priprava imidazolnih, pirazolnih i 5-metilisatinskih reaktivatora acetilkolinesteraze
Title (english)Design and preparation of imidazole, pyrazole and 5-methylisatin acetylcholinesterase reactivators
AuthorToni Divjak
MentorDijana Pešić (mentor)
Committee memberInes Primožič (predsjednik povjerenstva)
Committee memberIva Juranović Cindrić (član povjerenstva)
Committee memberMorana Dulić (član povjerenstva)
Committee memberVesna Petrović Peroković (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2023-02-17, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom diplomskom radu sintetizirana su tri prekursora Ugijeve reakcije koji sadrže oksimsku i karboksilnu skupinu: 6-(2-hidroksiiminometilimidazol-1-il)heksanska kiselina, 2-(4- hidroksiiminometil-pirazol-1-il)heksanska kiselina i 7-(5-metil-3-(hidroksiimino)-2- oksoindolin-1-il)heksanska kiselina. Dobiveni 5-metilisatinski prekursor poslužio je kao reaktant za Ugijevu reakciju s benzil-aminom, tert-butil-izocijanidom i formaldehidom pri čemu se usporedila mogućnost izvođenja sinteze u otopini, mikrovalnom reaktoru te mehanokemijski. Pripravljeni spojevi pročišćeni su dostupnim kromatografskim tehnikama i karakterizirani dostupnim analitičkim metodama (UPLC-UV/MS, 1D, 2D NMR). U računalnom dijelu rada uspoređeno je vezanje produkta Ugijeve reakcije i literaturno opisanih reaktivatora u aktivnom mjestu sarinom inhibiranoga enzima acetilkolinesteraze pomoću molekulskog uklapanja.
Abstract (english)
In this diploma thesis new Ugi reaction's precursors containing oxime and carboxyl groups were synthesized: 6-(2-hydroxyiminomethylimidazol-1-yl)hexanoic acid, 2-(4- hydroxyiminomethyl-pyrazol-1-yl)hexanoic acid and 7-(5-methyl-3-(hydroxyimino)-2- oxoindolin-1-yl)hexanoic acid. The 5-methylisatin precursor was used as a reactant for the Ugi reaction with benzyl-amine, tert-butyl-isocyanide and formaldehyde. Besides the classical syntheses in solution, the Ugi reaction was performed in a microwave reactor as well as mechanochemically. The compounds were purified by available chromatographic techniques and characterized by available analytical methods (UPLC-UV/MS, 1D, 2D NMR). The binding of the Ugi reaction's products and acetylcholinesterase reactivators in the active site of the sarininhibited enzyme acetylcholinesterase were compared by molecular docking.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:683772
Study programmeTitle: Graduate university studies in chemistry; specializations in: Research programme
Course: Research programme
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra kemije (magistar/magistra kemije)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2025-02-17
Terms of useLicence In copyright icon
Created on2023-03-29 11:02:11