Zelena sinteza 2-supstituiranih derivata benzoksazola s potencijalnim antitumorskim djelovanjem

undergraduate thesis

• Title (english): Green synthesis of 2-substituted benzoxazole derivatives with antitumoral potential
• Author: Leda Kolarek
• Mentor: Tatjana Gazivoda Kraljević (mentor)
• Committee member: Tatjana Gazivoda Kraljević (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: 2023-09-22, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U ovom radu opisana je konvencionalna i zelena sinteza te strukturna karakterizacija 2-supstituiranih derivata benzoksazola s potencijalnim antitumorskim djelovanjem. O-alkilirani benzaldehidi (1-4) dobiveni su reakcijom 4-hidroksibenzaldehida i 4-hidroksi-3-
metoksibenzaldehida s odgovarajućim alkilirajućim reagensom. Zatim su reakcijom O-alkiliranih benzaldehida (1-4) i o-aminofenola pripravljeni derivati Schiffovih baza (5-7). Reakcijom oksidativne ciklizacije Schiffovih baza (5-7) dobiveni su 2-supstituirani derivati benzoksazola (8-9). Sinteze svih pripravljenih spojeva su provedene konvencionalno i primjenom zelenih metoda (mikrovalovima i ultrazvukom potpomognuta sinteza, mehanokemijska sinteza i sinteza u niskotemperaturnom eutektičkom otapalu).
Strukturna analiza priređenih spojeva provedena je 1H- i 13C-NMR spektroskopijom.

Abstract (english)

This work describes the conventional and green synthesis as well as structural characterization of 2-substituted benzoxazole derivatives with potential antitumor activity. O-alkylated benzaldehydes (1-4) were obtained by the reaction of 4-hydroxybenzaldehyde and 4-hydroxy-3-methoxybenzaldehyde with the appropriate alkylating reagent. Derivatives of Schiff's bases (5-7) were prepared by reaction of O-alkylated benzaldehydes (1-4) with o-aminophenols. By oxidative cyclization reaction of Schiff bases (5-7), 2-substituted benzoxazole derivatives (8-9) were obtained. The syntheses of all prepared compounds were carried out conventional and by using green methods (microwave- and ultrasound-assisted synthesis, mechanochemical synthesis and synthesis in deep eutectic solvent).
The structural analysis of prepared compounds were performed by 1H- and 13C-NMR spectroscopy.

• Keywords: Schiffove baza; benzoksazol; zelena kemija; antitumorsko djelovanje
• Keywords (english): Schiff base; benzoxazole; green chemistry; antitumor activity
• Language: croatian
• URN:NBN: urn:nbn:hr:149:604798
• Project: Number: IP-2018-01-4682; Title: Novi spojevi temeljeni na bioizosterima purina za ispitivanje njihovih antitumorskih i antipatogenih djelovanja; Acronym: PurBioCaPa; Leader: Silvana Raić-Malić; Jurisdiction: Croatia; Funder: HRZZ; Funding stream: IP
• Study programme: Title: Materials Science and Engineering - Undergraduate study; Study programme type: university; Study level: undergraduate; Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Embargoed access; Embargo expiration date: 2025-10-01
• Created on: 2023-11-30 14:58:38