prikaz prve stranice dokumenta Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa
Embargo period 2025-01-01
master's thesis
Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2023. urn:nbn:hr:149:247478
Buljubašić, Marijana
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

Buljubašić, M. (2023). Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:247478

Buljubašić, Marijana. "Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2023. https://urn.nsk.hr/urn:nbn:hr:149:247478

Buljubašić, Marijana. "Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2023. https://urn.nsk.hr/urn:nbn:hr:149:247478

Buljubašić, M. (2023). 'Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 26 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:247478

Buljubašić M. Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2023 [cited 2024 November 26] Available at: https://urn.nsk.hr/urn:nbn:hr:149:247478

M. Buljubašić, "Sinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2023. Available at: https://urn.nsk.hr/urn:nbn:hr:149:247478

Metadata
TitleSinteza i spektroskopska karakterizacija konjugata kumarina i piridina te njihovih metalnih kompleksa
Title (english)Synthesis and spectroscopic characterization of coumarin and pyridine conjugates and their metal complexes
AuthorMarijana Buljubašić
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberTatjana Gazivoda Kraljević (član povjerenstva)
Committee memberPetar Kassal (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2023-01-27, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Kumarinski derivati imaju brojnu primjenu u medicini kao spojevi s antikoagulacijskim, antimikrobnim, antikancerogenim, antioksidativnim te antivirusnim djelovanjem. Cilj ovog rada bila je sinteza potencijalno biološki aktivnih konjugata kumarina i piridina te njihovih metalnih kompleksa. U tu su svrhu pripravljeni azidni kumarinski prekursori 1-6 dvostupanjskom sintezom primjenom reakcije Pechmannove ciklizacije i reakcijom supstitucije, dok su O-propargilirani eteri kumarina 7 i 8 dobiveni jednostupanjskom sintezom primjenom reakcije O-alkiliranja. Navedeni spojevi su korišteni u klik reakciji Huisgenove 1,3-dipolarne cikloadicije katalizirane bakrom(I) kako bi se pripravili spojevi 11-18 s 1,2,3-triazolnom premosnicom između kumarinske jezgre i piridinskog prstena. Konjugati kumarina i piridina korišteni su, kao ligandi, u sintezi kompleksa s Ru(II) 19-26. Strukture dobivenih kumarinskih derivata i njihovih kompleksa potvrđene su spektroskopijom 1H i 13C NMR, IR i UV/Vis. Kristalna struktura kompleksa 24 određena je difrakcijom X-zraka u jediničnom kristalu. Antiproliferativno djelovanje ispitano je na staničnim linijama karcinoma jetre (HepG2), dojke (MCF7), gušterače (PANC1), debelog crijeva (RKO) te normalnoj staničnoj liniji (HEK293).
Abstract (english)
Coumarin derivatives are widely used in medicine as compounds with anticoagulant, antimicrobial, anticancer, antioxidant and antiviral effects. The aim of this work was the synthesis of potentially biologically active conjugates of coumarin and pyridine and their metal complexes. For this purpose azide coumarin precursors 1-6 were prepared by two step synthesis using Pechmann cyclization reaction and substitution reaction, while the terminal alkynes O-propargylated ethers 7 and 8 were prepared by one step- O-alkylation reaction. These compounds were used in a copper(I) catalyzed Husigen 1,3-dipolar cycloaddition click reaction to prepare compounds 11-18 with a 1,2,3-triazole bridge between the coumarin core and the pyridine ring. Coumarin and pyridine conjugates were used as ligands in the synthesis of complexes 19-26 with Ru(II). The structures of the obtained coumarin derivatives and their complexes were confirmed by 1H and 13C NMR, IR and UV/VIS spectroscopy. The crystal structure of complex 24 was determined by single-crystal X-ray diffraction. Antiproliferative activity was evaluated on liver (HepG2), breast (MCF7), pancreatic (PANC1), colon (RKO) and normal cell lines (HEK293).
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:247478
ProjectNumber: KK.01.1.1.04.0013
Title: Inovativna rješenja u katalitičkim proizvodnim procesima za potrebe farmaceutske industrije
Title: Innovative solutions in catalytic processes in the pharmaceutical industry
Acronym: CAT PHARMA
Leader: Srećko Kirin
Jurisdiction: eu
Funder: EC
Funding stream: EFRR
Study programmeTitle: Chemical Engineering - Graduate study
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra inženjer/inženjerka kemijskog inženjerstva (magistar/magistra inženjer/inženjerka kemijskog inženjerstva)
Type of resourceText
File originBorn digital
Access conditionsEmbargoed access
Embargo expiration date: 2025-01-01
Terms of useLicence In copyright icon
Created on2023-02-15 12:34:32