Sinteza novih hibrida kumarina i izoksazola s potencijalnim antitumorskim djelovanjem

undergraduate thesis

• Title (english): Synthesis of novel coumarin-isoxazole hybrids with potential antitumor activity
• Author: Robert Ilijov
• 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 i spektroskopski okarakterizirati nove hibride kumarina i izoksazola s potencijalnim antitumorskim djelovanjem. Spojevi (6a−h) su sintetizirani bazno kataliziranom reakcijom 1,3-dipolarne cikloadicije O-alkiliranog derivata kumarina (2) i kloriranih oksima (5a−h). Spoj 2 pripravljen je propargiliranjem 4-hidroksikumarina (1). Klorirani oksimi (5a−h) sintetizirani su kloriranjem benzaldehidoksima (4a−h) s N-klorsukcinimidom. Strukture spojeva potvrđene su spektroskopijom 1H i 13C NMR. U tijeku je ispitivanje antitumorske aktivnosti novosintetiziranih spojeva.

Abstract (english)

The aim of this work was to synthesize and spectroscopically characterize new coumarine-isoxazole hybrids with potential anticancer activity. Compounds (6a−h) were synthesized by the base-catalyzed 1,3-dipolar cycloaddition from O-alkylated coumarine derivative (2) and chlorinated oximes (5a−h). Compound 2 was prepared by propargylation of 4-hydroxycoumarine (1). Chlorinated oximes (5a−h) were synthesized from benzaldehyde oximes (4a−h) with N-chlorosuccinimide. The structures of compounds were confirmed by
1H and 13C NMR spectroscopy. Anticancer evaluations of the newly synthesized compounds are in progress.

• Keywords: kumarin; izoksazol; piridin; 1 3-dipolarna cikloadicija
• Keywords (english): coumarine; isoxazole; pyridine; 1 3-dipolar cycloaddition
• Language: croatian
• URN:NBN: urn:nbn:hr:149:731358
• 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 11:47:55