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undergraduate thesis
Priprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom
Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology, 2024. urn:nbn:hr:159:845199
Smrekar, Karla
University of Zagreb
Faculty of Food Technology and Biotechnology
Department of Chemistry and Biochemistry
Laboratory for Organic Chemistry

Institutional repository: Repository of the Faculty of Food Technology and Biotechnology

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Smrekar, K. (2024). Priprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:159:845199

Smrekar, Karla. "Priprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2024. https://urn.nsk.hr/urn:nbn:hr:159:845199

Smrekar, Karla. "Priprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom." Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2024. https://urn.nsk.hr/urn:nbn:hr:159:845199

Smrekar, K. (2024). 'Priprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom', Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, accessed 11 March 2025, https://urn.nsk.hr/urn:nbn:hr:159:845199

Smrekar K. Priprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology; 2024 [cited 2025 March 11] Available at: https://urn.nsk.hr/urn:nbn:hr:159:845199

K. Smrekar, "Priprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom", Undergraduate thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:159:845199

Metadata
TitlePriprava i spektralna karakterizacija derivata ferocena i ciprofloksacina povezanih triazolnom poveznicom
Title (english)Synthesis and spectral characterization of ferrocene and ciprofloxacin derivates connected by a triazole linker
AuthorKarla Smrekar
MentorJasmina Lapić (mentor)
GranterUniversity of Zagreb
Faculty of Food Technology and Biotechnology
(Department of Chemistry and Biochemistry)
(Laboratory for Organic Chemistry)
Zagreb
Defense date and country2024-07-10, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Biotechnology
Abstract
Zbog povećanja bakterijske rezistencije i borbe protiv bolesti koje i dalje nisu izlječive, velika je potreba za novim lijekovima koji imaju širi spektar djelovanja, veću efikasnost i manju toksičnost. Cilj ovog rada je sintetizirati spoj koji sadrži tri različite biološki aktivne komponente – ciprofloksacin, ferocen i triazol. Sintetizirani su intermedijeri, 1-azidoetilferocen (3) i metil-N-propagil-1-ciklopropil-6-fluoro-4-okso-7-(4-prop-2-inil-piperazin1-il)-1,4-dihidrokinolin-3-karboksilat (5), uz iskorištenje reakcija oko 80 %. Triazolni prsten je uveden reakcijom "klik-kemije", odnosno 1,3-dipolarnom cikloadicijom ferocenskog azida 3 i metilnog estera propargiliranog ciprofloksacina 5 u prisutnosti katalizatora bakra pri čemu je dobiven 1-4-(1-feroceniletil-1H-1,2,3-triazol-1-il)metil]-metil-1-ciklopropil-6-fluoro-4-okso-7- (4-prop-2-inil-piperazin-il)1,4-di-hidrokinolin-3-karboksilata (6). Iskorištenje ove reakcije je iznosilo 63 %. Struktura svih priređenih spojeva potvrđena je IR i NMR spektroskopijom.
Abstract (english)
Due to the increase in bacterial resistance and the fight against still incurable diseases, there is a great need for new broad-spectrum drugs that have greater efficiency and are less toxic. The aim of this thesis is to synthesize a compound containing three different biologically active components – ciprofloxacin, ferrocene and triazole. The intermediates, 1- azidoethylferrocene (3) and methyl-N-propagyl-1-cyclopropyl-6-fluoro-4-oxo-7-(4-prop-2-ynylpiperazin-1-yl)-1,4-dihydroquinoline-3-carboxylate (5), were synthesized in a reaction yield of about 80 %. The triazole ring was imported by a "click-chemistry" reaction, i.e. 1,3-dipolar cycloaddition of ferrocene azide 3 and methyl ester of propargylated ciprofloxacin 5 in the presence of a copper catalyst, whereby 1-[4-(1-Ferrocenylethyl-1H-1,2,3-triazole-1-yl)methyl]- methyl-1-cyclopropyl-6-fluoro-4-oxo-7-(4-prop-2-ynyl-piperazin-yl)1,4-dihydroquinolin-3-carboxylate (6) was synthesized. The yield of this reaction was 63 %. The structure of all prepared compounds was confirmed by IR and NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:159:845199
Study programmeTitle: Biotechnology
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka biotehnologije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka biotehnologije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence Attribution-NoDerivatives 4.0 International (CC BY-ND 4.0) icon
Created on2024-11-11 13:39:39