Sinteza, analiza fizikalno-kemijskih svojstava i biološka aktivnost novih heteroaromatskih derivata rezveratrola

undergraduate thesis

• Title (english): Synthesis, analysis of physico-chemical properties and biological activity of new heteroaromatic derivatives of resveratrol
• Author: Karla Bulava
• Mentor: Irena Škorić (mentor)
• Committee member: Irena Škorić (predsjednik povjerenstva)
• Committee member: Dragana Vuk (član povjerenstva)
• Committee member: Danijela Ašperger (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2023-09-04, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

Tijekom izrade završnog rada provedena je sinteza novih heteroaromatskih derivata rezveratrola kao potencijalnih antioksidansa. Spojevi 2-6 sintetizirani su Wittigovom reakcijom odgovarajućeg aldehida i fosfonijeve soli kao smjese izomera, iz kojih su kasnije tankoslojnom, kolonskom i preparativnom kolonskom kromatografijom izdvojeni čisti izomeri. Spojevi 3 i 4 uspješno su dobiveni u cis- i trans-konfiguraciji, dok je kod ostalih nastajao uglavnom samo trans-izomer. Svi su spojevi spektroskopski okarakterizirani tehnikama UV te 1H i 13C NMR. Ispitivanja biološke aktivnosti provedena su u smislu istraživanja njihove antioksidacijske aktivnosti na stabilizaciju DPPH radikala i mogućnost inhibicije acetilkolinesteraze i butirilkolinesteraze.

Abstract (english)

During the preparation of the final thesis, the synthesis of new heteroaromatic derivatives of resveratrol as potential antioxidants was conducted. Compounds 2-6 were synthesized through the Wittig reaction of the corresponding aldehyde and phosphonium salt as mixtures of isomers, from which pure isomers were later separated using thin-layer, column and preparative column chromatography. Compounds 3 and 4 were successfully obtained in cis- and trans-configurations, while the others were obtained in the reaction mainly as trans-isomers. All compounds were spectroscopically characterized using UV and 1H and 13C NMR techniques. Biological activity testing was conducted to explore their antioxidant activity in stabilizing DPPH radicals and the potential inhibition of acetylcholinesterase and butyrylcholinesterase.

• Keywords: antioksidacija; inhibicija kolinesteraza; rezveratrol; spektroskopija; Wittigova reakcija
• Keywords (english): antioxidation; cholinesterases inhibition; resveratrol; spectroscopy; Wittig reaction
• Language: croatian
• URN:NBN: urn:nbn:hr:149:859998
• 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: 2023-09-06 11:41:24