Synthesis of new analogues of the siderophore piscibactin

Andlovec, Karlo

prikaz prve stranice dokumenta Synthesis of new analogues of the siderophore piscibactin

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master's thesis

Synthesis of new analogues of the siderophore piscibactin

Zagreb: University of Zagreb, Faculty of Pharmacy and Biochemistry, 2024. urn:nbn:hr:163:167128

Andlovec, Karlo

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

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APA 6th Edition

Andlovec, K. (2024). Synthesis of new analogues of the siderophore piscibactin (Master's thesis). Zagreb: University of Zagreb, Faculty of Pharmacy and Biochemistry. Retrieved from https://urn.nsk.hr/urn:nbn:hr:163:167128

MLA 8th Edition

Andlovec, Karlo. "Synthesis of new analogues of the siderophore piscibactin." Master's thesis, University of Zagreb, Faculty of Pharmacy and Biochemistry, 2024. https://urn.nsk.hr/urn:nbn:hr:163:167128

Chicago 17th Edition

Harvard

Andlovec, K. (2024). 'Synthesis of new analogues of the siderophore piscibactin', Master's thesis, University of Zagreb, Faculty of Pharmacy and Biochemistry, accessed 24 January 2025, https://urn.nsk.hr/urn:nbn:hr:163:167128

Vancouver

Andlovec K. Synthesis of new analogues of the siderophore piscibactin [Master's thesis]. Zagreb: University of Zagreb, Faculty of Pharmacy and Biochemistry; 2024 [cited 2025 January 24] Available at: https://urn.nsk.hr/urn:nbn:hr:163:167128

IEEE

K. Andlovec, "Synthesis of new analogues of the siderophore piscibactin", Master's thesis, University of Zagreb, Faculty of Pharmacy and Biochemistry, Zagreb, 2024. Available at: https://urn.nsk.hr/urn:nbn:hr:163:167128

Cite this item: https://urn.nsk.hr/urn:nbn:hr:163:167128

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Metadata

Title	Synthesis of new analogues of the siderophore piscibactin
Title (croatian)	Sinteza novih analoga siderofora piscibactina
Author	Karlo Andlovec
Mentor	Valerije Vrček (mentor)
Mentor	Jaime Rodriguez Gonzalez https://orcid.org/0000-0002-4143-883X (mentor)
Committee member	Valerije Vrček (predsjednik povjerenstva)
Committee member	Ivana Perković (član povjerenstva)
Committee member	Davor Šakić (član povjerenstva)
Granter	University of Zagreb Faculty of Pharmacy and Biochemistry (Department of organic chemistry) Zagreb
Defense date and country	2024-09-27, Croatia
Scientific / art field, discipline and subdiscipline	BIOMEDICINE AND HEALTHCARE Pharmacy Pharmacy
Abstract	Rastući broj bakterijskih oboljenja u riba negativno utječe na sektor ribarstva i akvakulture. Antimikrobna rezistencija postaje jedan od najzabrinjavajućih problema u zdravstvenom sektoru diljem svijeta, rezultirajući hitnom potrebom za implementacijom novih strategija kako bi se zarazne bolesti prevenirale i zaustavile. Javlja se i potreba za izumom djelotvornih antibiotika koji bi pomogli u borbi protiv rezistencije među bakterijama. Piscibactin (Pcb) je siderofor fenolnog tipa koji se sastoji od dva tiazolinska i jednog tiazolidinskog prstena. Olakšava unos Fe3+ iona u bakterije kao što su Photobacterium damselae subsp. piscicida i Vibrio anguillarum. Međutim, ograničena stabilnost narušava potencijalnu primjenu u medicinske i biotehnološke svrhe. Stoga je razvoj stabilnih Pcb analoga ključan za daljnji napredak. Ovaj rad izlaže sintetski put pojednostavljenog Pcb analoga s promijenjenim strukturnim značajkama, uzevši u obzir računske rezultate. Oksazoloksazolin- tiazol intermedijer analoga piscibactina uspješno je sintetiziran i mogao bi služiti kao napredni intermedijer u budućoj sintezi analoga, kao i u farmaceutskoj industriji. Svi sintetizirani spojevi karakterizirani su pomoću tehnika NMR-a i masene spektrometrije.
Abstract (english)	The fishery and aquaculture sector are being negatively impacted by a rising number of bacterial diseases in fish. Additionally, antimicrobial resistance is becoming one of the most concerning problems in the health sector globally. As a result, there is an urgent need of implementing new strategies to prevent and stop infectious diseases, as well as inventing effective antibiotics, which would help fight the resistance amongst bacteria. Piscibactin (Pcb) is a phenolate-type siderophore, comprising two thiazoline and one thiazolidine rings. It facilitates Fe3+ ion uptake in bacteria, such as Photobacterium damselae subsp. piscicida and Vibrio anguillarum. However, its limited stability impairs the potential medical and biotechnological applications. Therefore, the development of stable Pcb analogues is crucial for further advancement. This study proposes the design of a simplified analogue of Pcb with alternative structural features, guided by computational results. The oxazole-oxazoline-thiazole Pcb analogue intermediate was successfully synthesised, and it could be used as an advanced intermediate in further analogue synthesis, as well as in pharmaceutical industry. All the synthesised compounds were characterised by both NMR and mass spectrometry techniques.
Keywords
Keywords (english)
Language	croatian
URN:NBN	urn:nbn:hr:163:167128
Study programme	Title: Pharmacy - integrated undergraduate and graduate - university study Study programme type: university Study level: integrated undergraduate and graduate Academic / professional title: sveučilišni magistar farmacije (sveučilišni magistar farmacije)
Type of resource	Text
File origin	Born digital
Access conditions	Open access
Terms of use
Repository	Repository of Faculty of Pharmacy and Biochemistry University of Zagreb
Created on	2025-01-10 11:48:32