prikaz prve stranice dokumenta Priprava peptidomimetika Ugijevom višekomponentnom reakcijom
Embargo period 2026-02-23
master's thesis
Priprava peptidomimetika Ugijevom višekomponentnom reakcijom
Zagreb: University of Zagreb, Faculty of Science, 2024. urn:nbn:hr:217:352247
Hadrović, Lucija
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Hadrović, L. (2024). Priprava peptidomimetika Ugijevom višekomponentnom reakcijom (Master's thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:352247

Hadrović, Lucija. "Priprava peptidomimetika Ugijevom višekomponentnom reakcijom." Master's thesis, University of Zagreb, Faculty of Science, 2024. https://urn.nsk.hr/urn:nbn:hr:217:352247

Hadrović, Lucija. "Priprava peptidomimetika Ugijevom višekomponentnom reakcijom." Master's thesis, University of Zagreb, Faculty of Science, 2024. https://urn.nsk.hr/urn:nbn:hr:217:352247

Hadrović, L. (2024). 'Priprava peptidomimetika Ugijevom višekomponentnom reakcijom', Master's thesis, University of Zagreb, Faculty of Science, accessed 27 July 2024, https://urn.nsk.hr/urn:nbn:hr:217:352247

Hadrović L. Priprava peptidomimetika Ugijevom višekomponentnom reakcijom [Master's thesis]. Zagreb: University of Zagreb, Faculty of Science; 2024 [cited 2024 July 27] Available at: https://urn.nsk.hr/urn:nbn:hr:217:352247

L. Hadrović, "Priprava peptidomimetika Ugijevom višekomponentnom reakcijom", Master's thesis, University of Zagreb, Faculty of Science, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:217:352247

Metadata
TitlePriprava peptidomimetika Ugijevom višekomponentnom reakcijom
Title (english)Preparation of peptidomimetics with Ugi multicomponent reaction
AuthorLucija Hadrović
MentorInes Primožič (mentor)
Committee memberInes Primožič (predsjednik povjerenstva)
Committee memberJana Pisk (član povjerenstva)
Committee memberAdriana Kenđel (član povjerenstva)
Committee memberNikola Cindro (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2024-02-23, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom radu opisana je priprava šest peptidomimetika Ugijevom reakcijom koji do sada nisu opisani u literaturi. Za sintezu odabranih spojeva varirana je karboksilna komponenta te su korištene benzojeva kiselina, 3-brombenzojeva kiselina, 3-klorbenzojeva kiselina, 3-nitrobenzojeva kiselina, octena kiselina i 3-indoloctena kiselina. Kao ostale potrebne komponente za Ugijevu reakciju odabrani su paraformaldehid, benzilamin i 4-(2-izocijanoetil)morfolin. Istraženi su uvjeti za sintezu klasičnim postupkom, mehanokemijskom sintezom i sintezom uz mikrovalno zračenje. Reakcije su praćene tankoslojnom kromatografijom, produkt pročišćen kromatografijom na stupcu silikagela, a struktura spojeva potvrđena infracrvenom spektroskopijom, 1D i 2D spektroskopijom nuklearne magnetske rezonancije te spektrometrijom masa. Pripravljenim spojevima izmjeren je inhibitorni potencijal (korištenjem Ellmanove metode) prema enzimu butirilkolinesterazi (EC 3.1.1.8.) izoliranoj iz konjskog seruma. Dobivene su IC50 vrijednosti u rasponu od 10 do 270 μmol dm–3.
Abstract (english)
This thesis describes preparation of peptidomimetics by Ugi reaction, which has not been described in the literature so far. For the synthesis of a certain α-acylamino-amide, the carboxyl component was varied: benzoic acid, 3-bromobenzoic acid, 3-chlorobenzoic acid, 3-nitrobenzoic acid, acetic acid and 3-indolacetic acid. Other used components were: paraformaldehyde, benzylamine and 4-(2-isocyanoethyl)morpholine. The best reaction conditions were determined for the classical methods of organic synthesis, mechanochemical synthesis and microwave-assisted synthesis. The reactions were monitored by thin-layer chromatography and purified by column chromatography. The structures of compounds were confirmed by infrared spectroscopy, 1D and 2D nuclear magnetic resonance spectroscopy and mass spectrometry. The inhibitory activity of all prepared compounds toward the enzyme butyrylcholinesterase (EC 3.1.1.8.) isolated from horse serum was also measured using the Ellman method. IC50 values were found to be in range from 10 to 270 μmol dm–3.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:352247
Study programmeTitle: Graduate university studies in chemistry; specializations in: Graduate university studies in chemistry
Course: Graduate university studies in chemistry
Study programme type: university
Study level: graduate
Academic / professional title: sveučilišni/a magistar/magistra kemije (sveučilišni/a magistar/magistra kemije)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2026-02-23
Terms of useLicence In copyright icon
Created on2024-03-13 13:48:29