Sinteza i strukturna karakterizacija novih konjugata kinolina i izoksazola

undergraduate thesis

• Title (english): Synthesis and structural characterization of new quinoline-isoxazole conjugates
• Author: Vida Senčar
• Mentor: Silvana Raić-Malić (mentor)
• Committee member: Silvana Raić-Malić (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: 2023-09-13, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

Cilj ovog rada bio je sintetizirati nove konjugate kinolina i izoksazola koji imaju potencijalno antitumorsko djelovanje. U tu svrhu, iz anilina te β-ketoestera pripremljen je 4-hidroksi-kinolin (1) koji je reakcijom propargiliranja preveden u O-propargilirani derivat (2). U sljedećem stupnju provedeno je kloriranje aldoksima (3−6). Reakcijom 1,3-dipolarne cikloadicije O-propargiliranog kinolina (2) i kloriranog aldoksima (7−11) dobivena su četiri konjugata kinolina i izoksazola (12−15). Strukture novosintetiziranih konjugata potvrđene su spektroskopijom 1H i 13C NMR. Biološka ispitivanja pripremljenih spojeva su u tijeku.

Abstract (english)

The aim of this work was to synthesize new quinoline and isoxazole conjugates with potential antitumor activity. For this purpose, 4-hydroxy quinoline (1) was prepared from aniline and β-ketoester, which was converted into O-propargylated quinoline (2) by a propargylation reaction. Chlorinated aldoxime (7−11) were prepared by the chlorination reaction of the corresponding aldoxime (3−6). Four conjugates of quinoline and isoxazole (12−15) were obtained by the 1,3-dipolar cycloaddition reaction of O-propargylated quinoline (2) and chlorinated aldoxime (7−11). The structures of the newly synthesized conjugates were determined by 1H and 13C NMR spectroscopy. Biological evalutions of the prepared compounds are in progress.

• Keywords: kinolin; izoksazol; aldoksim; 1 3-dipolarna cikloadicija
• Keywords (english): quinoline; isoxazole; aldoxime; 1 3-dipolar cycloaddition
• Language: croatian
• URN:NBN: urn:nbn:hr:149:844507
• 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: Embargoed access; Embargo expiration date: 2026-09-01
• Created on: 2023-09-14 11:57:35