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master's thesis
Sinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina
Zagreb: University of Zagreb, Faculty of Science, 2022. urn:nbn:hr:217:157902
Horvat, Marko
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Horvat, M. (2022). Sinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina (Master's thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:157902

Horvat, Marko. "Sinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina." Master's thesis, University of Zagreb, Faculty of Science, 2022. https://urn.nsk.hr/urn:nbn:hr:217:157902

Horvat, Marko. "Sinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina." Master's thesis, University of Zagreb, Faculty of Science, 2022. https://urn.nsk.hr/urn:nbn:hr:217:157902

Horvat, M. (2022). 'Sinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina', Master's thesis, University of Zagreb, Faculty of Science, accessed 25 November 2024, https://urn.nsk.hr/urn:nbn:hr:217:157902

Horvat M. Sinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina [Master's thesis]. Zagreb: University of Zagreb, Faculty of Science; 2022 [cited 2024 November 25] Available at: https://urn.nsk.hr/urn:nbn:hr:217:157902

M. Horvat, "Sinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina", Master's thesis, University of Zagreb, Faculty of Science, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:217:157902

Metadata
TitleSinteza i karakterizacija 9a-N-aminopropil i 4''-O-aminopropil derivata azitromicina
Title (english)Synthesis and characterization of 9a-N-aminopropyl and 4''-O-aminopropyl derivatives of azithromycin
AuthorMarko Horvat
MentorPredrag Novak (mentor)
MentorMirjana Bukvić (mentor)
Committee memberPredrag Novak (predsjednik povjerenstva)
Committee memberMirta Rubčić (član povjerenstva)
Committee memberĐani Škalamera (član povjerenstva)
Committee memberTomislav Jednačak (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Science
(Department of Chemistry)
Zagreb
Defense date and country2022-09-29, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Makrolidni antibiotici, kao što je azitromicin, imaju široku primjenu u liječenju infekcija dišnih puteva uzrokovanih Gram-pozitivnim i Gram-negativnim bakterijama. Tiosemikarbazoni, kao i neki njihovi metalni kompleksi, također pokazuju antibiotsku, protuupalnu i antitumorsku aktivnost. Racionalnim pristupom u spajanju ovih dviju klasa spojeva moguće je dobiti novu klasu makrolidnih konjugata „makrozona“, s poboljšanom biološkom aktivnošću, ujedno aktivnim i na rezistentne bakterijske sojeve. Stoga su sintetizirani novi biološki aktivni konjugati makrolidnih antibiotika dobivenih vezanjem različitih tiosemikarbazonskih derivata na 9a-N i 4''-O γ-aminopropil-azitromicin uz izolaciju putem preparativnog LC-MS-a i njihovu karakterizaciju pomoću 1D i 2D NMR-a. Pripravljenim spojevima ispitano je antimikrobno djelovanje na niz osjetljivih i rezistentnih sojeva Gram-pozitivnih (Staphylococcus aureus, Streptococcus pneumoniae, Enterococcus faecalis, Streptococcus pyogenes) i Gram-negativnih bakterija (Escherichia coli, Moraxella catarrhalis) ključnim za područje djelovanja makrolidnih antibiotika.
Abstract (english)
Macrolide antibiotics, such as azithromycin, have wide application in the treatment of respiratory infections caused by Gram-positive and Gram-negative bacteria. Thiosemicarbazones, as well as some of their metal complexes, also show antibiotic, antiinflammatory and antitumor activity. With a rational approach in combining these two classes of compounds, it is possible to obtain a new class of macrolide conjugates "macrozones", with improved biological activity, while also active in resistant bacterial strains. Thus, new biologically active conjugates of macrolide antibiotics obtained by binding various thiosemicarbazone derivatives to 9a-N and 4''-O γ-aminopropyl-azithromycin were synthesized with isolation by preparative LC-MS and their characterization by 1D and 2D NMR. The prepared compounds were tested for antimicrobial activity on a number of sensitive and resistant strains of Gram-positive (Staphylococcus aureus, Streptococcus pneumoniae, Enterococcus faecalis, Streptococcus pyogenes) and Gram-negative bacteria (Escherichia coli and Moraxella catarrhalis) which are crucial for the area of application of macrolide antibiotics
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:157902
ProjectNumber: 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: HRZZ
Funding stream: IP
Study programmeTitle: Graduate university studies in chemistry; specializations in: Research programme
Course: Research programme
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra kemije (magistar/magistra kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2022-10-12 09:38:17