prikaz prve stranice dokumenta Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija
Embargo period 2025-10-01
master's thesis
Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2020. urn:nbn:hr:149:291119
Rakas, Anja
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

Cite this document

Rakas, A. (2020). Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:291119

Rakas, Anja. "Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2020. https://urn.nsk.hr/urn:nbn:hr:149:291119

Rakas, Anja. "Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2020. https://urn.nsk.hr/urn:nbn:hr:149:291119

Rakas, A. (2020). 'Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 09 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:291119

Rakas A. Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2020 [cited 2024 November 09] Available at: https://urn.nsk.hr/urn:nbn:hr:149:291119

A. Rakas, "Novi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2020. Available at: https://urn.nsk.hr/urn:nbn:hr:149:291119

Metadata
TitleNovi 2-supstituirani derivati benzimidazola kao potencijalni antitumorski agensi: sinteza i strukturna karakterizacija
Title (english)Novel 2-substituted benzimidazole derivatives as potential antitumor agents: synthesis and structural characterization
AuthorAnja Rakas
MentorTatjana Gazivoda Kraljević (mentor)
Committee memberTatjana Gazivoda Kraljević (predsjednik povjerenstva)
Committee memberSilvana Raić-Malić (član povjerenstva)
Committee memberDragana Mutavdžić Pavlović (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2020-09-23, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom radu opisana je sinteza novih derivata benzimidazola i strukturna karakterizacija 1H i 13C-NMR spektroskopijom s ciljem ispitivanja njihovog antitumorskog i antibakterijskog djelovanja. Ključni prekursori 4-O-alkilirani benzaldehidi (1-6) pripravljeni su reakcijom O-alkiliranja 4-hidroksibenzaldehida a odgovarajućim haloalkilirajućim reagensima u acetonitrilu, uz K2CO3 kao bazu. Reakcijom N-klormorfolina s natrijevim azidom priređen je N-azidoetilmorfolin (7). O-alkiliranjem 4-hidroksibenzaldehida s propargil-bromidom u suhom etanolu uz K2CO3 kao bazu sintetizirani su 4-O-propargilbenzaldehidi (8 i 9). Huisgenovom 1,3-dipolarnom ciloadicijom 4-O-propargilbenzaldehida (8 i 9) s N-azidoetilmorfolinom (7) uz Cu(OAc)2 kao katalizator pripavljeni su 1,2,3-triazolni derivati benzaldehida (10 i 11). Reakcijom ciklizacije potpomognutom ultrazvukom O-alkiliranih benzaldehida (1-6) uz K2CO3 kao bazu i Na2S2O5 priređeni su derivati benzimidazola s odgovarajućim arilnim supstituentima u položaju 2 benzimidazolnog prstena (12-14, 16-27, 29-35). Strukture svih pripravljenih spojeva potvrđene su 1H i 13C-NMR spektroskopijom. Farmakološki učinci i moguće biološke mete novopripravljenih spojeva predviđene su in silico analizom (PASS).
Abstract (english)
This paper describe the synthesis of novel benzaldehyde derivatives and structural characterization by 1H and 13C-NMR spectroscopy in order to examine their antitumor and antibacterial activities. Key precursors 4-O-alkylbenzaldehydes (1-6) were prepared by reaction of O-alkylation 4-hydroxybenzaldehyde with corresponding haloalkylating reagents in the presence K2CO3 as base. In reaction of N-chloromorpholine with sodium azide N-azidoethylmorpholine (7) was obtained. O-alkylation reaction of 4-hydroxybenzaldehyde with propargyl bromide in dry ethanol with K2CO3 as a base gave 4-O-alkylbenzaldehydes (8-9). 1,2,3-triazole benzaldehyde derivatives (10 i 11) were synthesized by Huisgen 1,3-dipolar cycloaddition of O-alkylbenzaldehydes (8 i 9) and N-azidoethylmorpholine (7) in the presence of Cu(OAc)2 as catalyst. Benzimidazole derivatives substituted with appropriate aril substituents in position 2 of benzimidaze ring (12-14, 16-27, 29-35) were prepared by cyclization reaction of O-alkylbenzaldehydes (1-6) with K2CO3 as base and Na2S2O5 supported with ultrasound of The structures of all newly prepared compounds were confirmed by 1H and 13C-NMR spectroscopy. Pharmacological effects and possible biological targets of novel compounds are predicted by in silico analysis (PASS).
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:291119
ProjectNumber: 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 programmeTitle: Environmental Engineering - Graduate study
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra inženjer/inženjerka ekoinženjerstva (magistar/magistra inženjer/inženjerka ekoinženjerstva)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2025-10-01
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Created on2022-04-13 12:52:23