Priprava i karakterizacija 9a-makrozona izvedenih iz 4-aminobenzojeve kiseline i derivata salicilaldehida

master's thesis

• Title (english): Synthesis and characterization of a 9a-macrozone derived from 4-aminobenzoic acid and salicylaldehyde derivatives
• Author: Leda Divjak
• Mentor: Predrag Novak (mentor)
• Mentor: Kristina Smokrović (komentor)
• Committee member: Predrag Novak (predsjednik povjerenstva)
• Committee member: Đani Škalamera (član povjerenstva)
• Committee member: Jana Pisk (član povjerenstva)
• Committee member: Tomislav Jednačak (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2024-07-08, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

Prekomjerna uporaba antibiotika dovela je do naglog razvijanja rezistencije na antibiotike te je potreban razvoj novih. Jedan od najčešće korištenih antibiotika je azitromicin, antibiotik koji pripada skupini makrolidnih antibiotika. Makrozoni su spojevi koji nastaju reakcijom makrolida, tj. azitromicina i tiosemikarbazona. Tiosemikarbazoni mogu djelovati antibakterijski i antiupalno, a njihovi kompleksi s prijelaznim metalima poput bakra ili nikla dodatno povećavaju biološku aktivnost. U ovom radu pripravljeni su tiosemikarbazoni iz 4-aminobenzojeve kiseline i derivata salicilaldehida. Zatim su pripremljeni odgovarajući makrozoni reakcijom 9a-aminopropilnog derivata azitromicina i prethodno pripravljenih tiosemikarbazona. Pripravljeni su kompleksi makrozona s niklom(II) i bakrom(II). Spojevi sintetizirani u svakom koraku karakterizirani su spektroskopijom NMR te je ispitana njihova biološka aktivnost.

Abstract (english)

Excessive use of antibiotics has led to bacterial resistance to antibiotics, and the development of new ones is urgently needed. One of the most commonly used antibiotics is azithromycin, an antibiotic that belongs to the group of macrolide class. Macrozones are compounds formed by the reaction of macrolides, i.e. azithromycin and thiosemicarbazones. Thiosemicarbazones can have antibacterial and anti-inflammatory effects and their complexes with transition metals such as copper or nickel further increase biological activity. In this thesis, thiosemicarbazones were prepared from 4-aminobenzoic acid and salicylaldehyde derivatives. Subsequently, the corresponding macrozones were prepared by the reaction of the 9a-aminopropyl derivative of azithromycin and previously prepared thiosemicarbazones. Finally, macrozone complexes with nickel(II) and copper(II) were prepared. The compounds synthesized in each step were characterized by NMR spectroscopy and their biological acivities were evaluated.

• Keywords: azitromicin; makrolid; makrozon; spektroskopija NMR; tiosemikarbazon
• Keywords (english): azithromycin; macrolide; macrozone; NMR spectroscopy; thiosemicarbazone
• Language: croatian
• URN:NBN: urn:nbn:hr:217:524412
• Project: Number: IP-2018-01-8098; Title: Makrozoni, novi konjugati makrolidnih antibiotika: Dizajn, priprava i interakcije; Title: Macrozones, New Conjugates of Macrolide Antibiotics: Design, Synthesis and Interactions; Acronym: Makrozoni/Macrozones; Leader: Predrag Novak; Jurisdiction: Croatia; Funder: Hrvatska zaklada za znanost; Funding stream: Research Projects
• Study programme: Title: Graduate university studies in chemistry; specializations in: Graduate university studies in chemistry; Course: Graduate university studies in chemistry; Study programme type: university; Study level: graduate; Academic / professional title: sveučilišni/a magistar/magistra kemije (sveučilišni/a magistar/magistra kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access
• Created on: 2024-07-10 12:10:14