Sinteza novih 1,3-tiazolo-stilbena kao potencijalnih inhibitora kolinesteraza i antioksidansa

undergraduate thesis

• Title (english): Synthesis of new 1,3-thiazolo-stilbenes as potential cholinesterase inhibitors and antioxidants
• Author: Lucija Živko
• Mentor: Irena Škorić (mentor)
• Committee member: Irena Škorić (predsjednik povjerenstva)
• Committee member: Dragana Vuk (član povjerenstva)
• Committee member: Lidija Furač (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2023-09-14, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U cilju daljnjeg napredovanja na području sinteze spojeva koji će imati inhibicijsko djelovanje prema enzimima kolinesterazama i antioksidacijsko djelovanje, sintetizirani su novi
1,3- tiazolo-stilbeni i tieno-stilbeni. Različito supstituirani produkti (2 – 8) dobiveni su Wittigovom reakcijom iz trifenilfosfonijeve soli i odgovarajućih aldehida. U sintezi su nastali cis- i transizomeri 1,3-tiazolo-stilbena i tieno-stilbena koji su razdvajani na čiste konfiguracijske izomere kolonskom i tankoslojnom kromatografijom. Svi sintetizirani spojevi u potpunosti su spektroskopski okarakterizirani u svrhu potvrde njihove strukture.
Novim 1,3-tiazolostilbenima određen je potencijal inhibicije acetil- i butirilkolinesteraze te je jednom kandidatu napravljeno i molekulsko pristajanje, kako bi se utvrdile nekovalentne interakcije koje stabiliziraju kompleks enzim-supstrat. Novim spojevima ispitivana je i potencijalna antioksidacijska aktivnost.

Abstract (english)

With the goal of advancement in the field of synthesizing compounds that will have inhibitory effects on cholinesterase enzymes and antioxidant activities, new 1,3-thiazole-stilbenes and thieno-stilbenes have been synthesized. Various substituted products (2 – 8) were obtained through the Wittig reaction from triphenylphosphonium salts and corresponding aldehydes. During the synthesis, cis- and trans-isomers of 1,3-thiazole-stilbenes and thieno-stilbenes were formed and separated into pure configurational isomers using column and thin-layer chromatography. All synthesized compounds were fully spectroscopically characterized to confirm their structures. The new 1,3-thiazolo-stilbenes were determined for their potential to inhibit acetyl- and butyrylcholinesterase, and one of the candidate was subjected to a molecular fit in order to determine the non-covalent interactions that stabilize the
enzyme-substrate complex. Potential antioxidant activity was also tested with the new compounds.

• Keywords: antioksidansi; 1 3-tiazolo-stilbeni; kolinesteraze; tieno-stilbeni; Wittigova reakcija
• Keywords (english): antioxidants; 1 3-thiazolo-stilbenes; cholinesterase; thieno-stilbenes; Wittig reaction
• Language: croatian
• URN:NBN: urn:nbn:hr:149:408396
• Study programme: Title: 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 resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2023-09-15 11:37:07