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undergraduate thesis
Sinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. urn:nbn:hr:149:516321
Gregić, Sara
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

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Gregić, S. (2024). Sinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:516321

Gregić, Sara. "Sinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:516321

Gregić, Sara. "Sinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2024. https://urn.nsk.hr/urn:nbn:hr:149:516321

Gregić, S. (2024). 'Sinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:516321

Gregić S. Sinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2024 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:516321

S. Gregić, "Sinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:149:516321

Metadata
TitleSinteza i spektroskopska karakterizacija novih tienobenzo-triazola i njihovih soli
Title (english)Synthesis and spectroscopic characterization of new thienobenzo-triazoles and their salts
AuthorSara Gregić
MentorIrena Škorić (mentor)
Committee memberIrena Škorić (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberLidija Furač (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2024-09-16, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Cilj ovog rada bio je sintetizirati nove tienobenzo-triazole, odnosno njihove soli, s potencijalnim inhibicijskim djelovanjem prema enzimima kolinesterazama. Kao metoda sinteze za tieno-triazolne stilbene korištena je Wittigova reakcija, koja se obično koristi za dobivanje alkena reakcijom aldehida ili ketona s fosforovim ilidom. U ovom slučaju, različiti 1-supstituirani 4-formil-1,2,3-triazoli reagirali su s odgovarajućim fosforovim ilidom kako bi nastali 1,2,3-triazolni stilbeni. Zbog prisutnosti konjugiranog sustava u ovim produktima, oni su uspješno bili podvrgnuti fotokemijskim reakcijama. Prilikom osvjetljavanja stilbenskih derivata došlo je do ciklizacije, odnosno formiranja prstena. Dobiveni produkti, tj. njihova struktura potvrđena je NMR spektroskopijom i masenom spektrometrijom. Biološka ispitivanja pokazala su da spoj 9 pokazuje inhibiciju enzima butirilkolinesteraze s IC50 vrijednosti od 34,6 μM dok njegova sol 13 ima IC50 od 0,6 μM, što je čak deset puta bolja inhibicijska aktivnost od one koju pokazuje standardni reverzibilni inhibitor galantamin.
Abstract (english)
The aim of this study was to synthesize new thienobenzo-triazoles, specifically their salts, with potential cholinesterase inhibition activity. The synthesis of thieno-triazole stilbenes was achieved using the Wittig reaction, a method commonly employed for the preparation of alkenes, where aldehydes or ketones react with phosphorus ylide. In this case, various 1-substituted 4-formyl-1,2,3-triazoles reacted with the corresponding phosphorus ylide to yield 1,2,3-triazole stilbenes. Due to the presence of a conjugated system in these products, they were successfully subjected to photochemical reactions. Upon irradiation of stilbene derivatives, cyclization occurred, leading to ring closure. The structure of the obtained products was confirmed by NMR spectroscopy and mass spectrometry. Biological tests showed that compound 9 shows inhibition of the butyrylcholinesterase enzyme with an IC50 value of 34.6 μM, while its salt 13 has an IC50 of 0.6 μM, which is even ten times better inhibitory activity than that shown by the standard reversible inhibitor galantamine.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:516321
Study programmeTitle: Applied Chemistry - Undergraduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije)
Type of resourceText
File originBorn digital
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Created on2024-11-15 12:44:30