Derivati harmina kao potencijalni inhibitori bakterijskog biofilma

Kapović, Katja

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master's thesis

Derivati harmina kao potencijalni inhibitori bakterijskog biofilma

Zagreb: University of Zagreb, Faculty of Pharmacy and Biochemistry, 2020. urn:nbn:hr:163:916342

Kapović, Katja

University of Zagreb
Faculty of Pharmacy and Biochemistry
Department of medicinal chemistry

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APA 6th Edition

Kapović, K. (2020). Derivati harmina kao potencijalni inhibitori bakterijskog biofilma (Master's thesis). Zagreb: University of Zagreb, Faculty of Pharmacy and Biochemistry. Retrieved from https://urn.nsk.hr/urn:nbn:hr:163:916342

MLA 8th Edition

Kapović, Katja. "Derivati harmina kao potencijalni inhibitori bakterijskog biofilma." Master's thesis, University of Zagreb, Faculty of Pharmacy and Biochemistry, 2020. https://urn.nsk.hr/urn:nbn:hr:163:916342

Chicago 17th Edition

Harvard

Kapović, K. (2020). 'Derivati harmina kao potencijalni inhibitori bakterijskog biofilma', Master's thesis, University of Zagreb, Faculty of Pharmacy and Biochemistry, accessed 21 January 2025, https://urn.nsk.hr/urn:nbn:hr:163:916342

Vancouver

Kapović K. Derivati harmina kao potencijalni inhibitori bakterijskog biofilma [Master's thesis]. Zagreb: University of Zagreb, Faculty of Pharmacy and Biochemistry; 2020 [cited 2025 January 21] Available at: https://urn.nsk.hr/urn:nbn:hr:163:916342

IEEE

K. Kapović, "Derivati harmina kao potencijalni inhibitori bakterijskog biofilma", Master's thesis, University of Zagreb, Faculty of Pharmacy and Biochemistry, Zagreb, 2020. Available at: https://urn.nsk.hr/urn:nbn:hr:163:916342

Cite this item: https://urn.nsk.hr/urn:nbn:hr:163:916342

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Title	Derivati harmina kao potencijalni inhibitori bakterijskog biofilma
Title (english)	Harmine derivatives as potential biofilm inhibitors
Author	Katja Kapović
Mentor	Zrinka Rajić (mentor)
Committee member	Zrinka Rajić (predsjednik povjerenstva)
Committee member	Ivana Perković (član povjerenstva)
Committee member	Ana Mornar Turk (član povjerenstva)
Granter	University of Zagreb Faculty of Pharmacy and Biochemistry (Department of medicinal chemistry) Zagreb
Defense date and country	2020-10-05, Croatia
Scientific / art field, discipline and subdiscipline	BIOMEDICINE AND HEALTHCARE Pharmacy Pharmacy
Abstract	Biofilm je zajednica različitih vrsta mikroorganizama koji su uklopljeni u matriks. Matriks predstavlja fizičku barijeru koja otežava penetraciju antibiotika do ciljnih stanica, a s druge strane, zbog viskoelastičnosti otežano je mehaničko uklanjanje. Navedeno čini biofilm kako zdravstvenim, tako i industrijskim problemom s obzirom da se može formirati na bilo kojoj metalnoj ili plastičnoj površini. U ovom radu sintetizirana su tri potencijalna inhibitora biofilma (6-8). Sinteza se odvijala u četiri koraka, a kao početni spoj uzet je harmin. U prvom koraku sinteze Michaelovom adicijom dobiven je ester 1. U idućem koraku u reakciji hidrolize dobivena je kiselina 2. U trećem koraku sinteze reakcijom couplinga između kiseline 2 i odgovarajućeg amina (4-amino-1-Boc-piperidina, 4-(NBoc- amino)piperidina ili N-Bocetilendiamina), uz HATU/DIEA dobiveni su N-Boc zaštićeni amidi (3-5). Boc zaštitna skupina uklonjena je u kiselim uvjetima, uz TFA, te su dobiveni odgovarajući amidi (6-8). Spojevima su određena su tališta, a njihove strukture potvrđene su standardnim spektroskopskim i spektrometrijskim tehnikama (IR, 1H i 13C NMR, MS). U daljnjim istraživanjima, bit će ispitano njihovo inhibitorno djelovanje na bakterijski biofilm.
Abstract (english)	Biofilm is a community consisting of various types of microorganisms embedded in extracellular matrix, which represents a physical barrier that complicates antibiotic penetration to target bacteria. Furthermore, mechanical removal is complicated due to viscoelastic properties of biofilm. Aforementioned makes biofilm a major healthcare, as well as industrial problem, due to the fact that it can be formed on any metal or plastic surface. Three potential biofilm inhibitors have been synthetized (6-8). Synthesis was done in a four step procedure using harmine as a starting compound. The first step included Michael reaction resulting in esther 1, which was subsequently hydrolised to give acid 2. The third step included coupling reaction between acid 2 and corresponding amine (4- amino-1-Boc-piperidine, 4-(N-Boc-amino)piperidine or N-Boc-ethylenediamine), in the presence of HATU/DIEA, resulting in N-Boc protected amides (3-5). Boc protective group was removed under acid conditions, (TFA), to yield final compounds, amides (6-8). Melting points of new compounds were determined and their structures were confirmed using standard spectroscopic and spectrometric techniques (IR, 1H and 13C NMR, MS). Their inhibitory activity on bacterial biofilm will be tested in further studies.
Keywords
Keywords (english)
Language	croatian
URN:NBN	urn:nbn:hr:163:916342
Study programme	Title: Pharmacy Study programme type: university Study level: integrated undergraduate and graduate Academic / professional title: magistar/magistra farmacije (magistar/magistra farmacije)
Type of resource	Text
File origin	Born digital
Access conditions	Open access Embargo expiration date: 2022-10-05
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Repository	Repository of Faculty of Pharmacy and Biochemistry University of Zagreb
Created on	2022-03-02 13:55:37