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master's thesis
Sinteza i spektralna analiza modificiranih nukleozida uracila
Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology, 2024. urn:nbn:hr:159:654178
Ivanović, Matej
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

Cite this document

Ivanović, M. (2024). Sinteza i spektralna analiza modificiranih nukleozida uracila (Master's thesis). Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:159:654178

Ivanović, Matej. "Sinteza i spektralna analiza modificiranih nukleozida uracila." Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2024. https://urn.nsk.hr/urn:nbn:hr:159:654178

Ivanović, Matej. "Sinteza i spektralna analiza modificiranih nukleozida uracila." Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, 2024. https://urn.nsk.hr/urn:nbn:hr:159:654178

Ivanović, M. (2024). 'Sinteza i spektralna analiza modificiranih nukleozida uracila', Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, accessed 05 August 2024, https://urn.nsk.hr/urn:nbn:hr:159:654178

Ivanović M. Sinteza i spektralna analiza modificiranih nukleozida uracila [Master's thesis]. Zagreb: University of Zagreb, Faculty of Food Technology and Biotechnology; 2024 [cited 2024 August 05] Available at: https://urn.nsk.hr/urn:nbn:hr:159:654178

M. Ivanović, "Sinteza i spektralna analiza modificiranih nukleozida uracila", Master's thesis, University of Zagreb, Faculty of Food Technology and Biotechnology, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:159:654178

Metadata
TitleSinteza i spektralna analiza modificiranih nukleozida uracila
Title (english)The synthesis and spectral analysis of modified uracil nucleosides
AuthorMatej Ivanović
MentorJasmina Lapić (mentor)
Committee memberSenka Djaković (predsjednik povjerenstva)
Committee memberValerije Vrček (član povjerenstva)
Committee memberIgor Stuparević (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Food Technology and Biotechnology
(Department of Chemistry and Biochemistry)
(Laboratory for Organic Chemistry)
Zagreb
Defense date and country2024-05-29, Croatia
Scientific / art field,
discipline and subdiscipline		BIOTECHNICAL SCIENCES
Biotechnology
Abstract
Biokonjugati ferocena i pirimidinskih baza, zbog svojih elektrokemijskih svojstava i biološke aktivnosti, predstavljaju zanimljive spojeve u polju medicinske kemije. U ovom radu provedena je sinteza novih modificiranih nukleozida uracila, odnosno 1'-metoksikarbonilferocenoil-uracil derivata. Aciliranje se provodi s 1'-metoksikarbonilferocenoil kloridom pri različitim reakcijskim uvjetima. U reakcijama uz natrijev hidrid u dimetilformamidu nastaje isključivo N1-kopulat, dok u acetonitrilu uz trietilamin uočeno je nastajanje N1/N3-kopulata uz N1-kopulat, pri čemu na sam njihov međusobni udio utječe supstituent na C5-položaju uracila. Kao produkt reakcije nastaje N1-kopulata ili smjesa N1- i N1-/N3-kopulata. Strukture novosintetiziranih spojeva potvrđene su IR i NMR spektroskopijom.
Abstract (english)
Bioconjugates of ferrocene and pyrimidine bases, due to their electrochemical properties and biological activities, represent interesting compounds in the field of medicinal chemistry. In this study, the synthesis of new modified uracil nucleosides, namely 1'-methoxycarbonylferrocenoyl-uracil derivatives, was performed. Acylation was carried out with 1'-methoxycarbonylferrocenoyl chloride under various reaction conditions. In reactions using sodium hydride in dimethylformamide, exclusively N1-couplates are formed, while in acetonitrile with triethylamine, the formation of N1/N3-couplated along with N1- couplated was observed, where the substituent at the C5-position of uracil influences the ratio between them. The product of the reaction is either N1-couplate or a mixture of N1- and N1/N3-couplates. The structures of the newly synthesized compounds were confirmed by IR and NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:159:654178
Study programmeTitle: Molecular Biotechnology
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra inženjer/inženjerka molekularne biotehnologije (magistar/magistra inženjer/inženjerka molekularne 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 on2024-07-25 12:17:05