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master's thesis
Identifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR
Zagreb: University of Zagreb, Faculty of Science, 2022. urn:nbn:hr:217:214126
Pranjić, Paula
University of Zagreb
Faculty of Science
Department of Chemistry

Institutional repository: Repository of the Faculty of Science

Cite this document

Pranjić, P. (2022). Identifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR (Master's thesis). Zagreb: University of Zagreb, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:217:214126

Pranjić, Paula. "Identifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR." Master's thesis, University of Zagreb, Faculty of Science, 2022. https://urn.nsk.hr/urn:nbn:hr:217:214126

Pranjić, Paula. "Identifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR." Master's thesis, University of Zagreb, Faculty of Science, 2022. https://urn.nsk.hr/urn:nbn:hr:217:214126

Pranjić, P. (2022). 'Identifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR', Master's thesis, University of Zagreb, Faculty of Science, accessed 17 May 2024, https://urn.nsk.hr/urn:nbn:hr:217:214126

Pranjić P. Identifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR [Master's thesis]. Zagreb: University of Zagreb, Faculty of Science; 2022 [cited 2024 May 17] Available at: https://urn.nsk.hr/urn:nbn:hr:217:214126

P. Pranjić, "Identifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR", Master's thesis, University of Zagreb, Faculty of Science, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:217:214126

Metadata
TitleIdentifikacija i strukturna karakterizacija 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera pomoću sustava LC-SPE/krio-NMR
Title (english)Identification and structural characterization of 3-trifluoromethoxyphenyl and 3-(3-phenylpropyl) macrozones and their diastereoisomers by LC-SPE/krio-NMR
AuthorPaula Pranjić
MentorPredrag Novak (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 country2022-02-25, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Pojava sve veće otpornosti bakterija na postojeće antibiotike predstavlja ozbiljan zdravstveni problem pa se stoga u području farmaceutske i medicinske kemije ulažu veliki napori u razvoj novih antibiotika. Makrozoni predstavljaju nove konjugate azitromicina i derivata tiosemikarbazida koji pokazuju izvrsnu antibakterijsku aktivnost in vitro na susceptibilne i rezistentne bakterijske sojeve. Proces razvoja novih antibiotika sastoji se od mnogo koraka, pri čemu je izuzetno važna identifikacija farmaceutskih onečišćenja i novosintetiziranih spojeva – potencijalnih antibiotika. U tu svrhu vrlo često se koriste vezani analitički sustavi pomoću kojih se postiže učinkovitije i brže pročišćavanje te identifikacija spojeva u odnosu na klasične tehnike off-line. U ovom diplomskom radu provedena je izolacija i strukturna karakterizacija novosintetiziranih 3-trifluormetoksifenil- i 3-(3-fenilpropil)-makrozona te njihovih dijastereomera, kao i nekih onečišćenja iz reakcijskih smjesa pomoću sustava LC-SPE/krioNMR. Za strukturnu karakterizaciju izoliranih komponenata korištene su jedno- i dvodimenzijske tehnike NMR te spektrometrija masa. Na temelju analize prikupljenih podataka predložene su strukture izoliranih spojeva.
Abstract (english)
Increasing bacterial resistance to existing antibiotics is a serious health problem, and great efforts are being made to discover and develop new antibiotics to overcome this problem. Macrozones are novel conjugates of azithromycin and thiosemicarbazides that show very good in vitro activity against susceptible and resistant bacterial strains. Development of new antibiotics is a multistep process and one of the most important steps is the identification of pharmaceutical impurities and newly synthesized compounds – potential antibiotics. For this purpose, hyphenated systems are very oftenly used to achieve more efficient and faster purification and identification of compounds compared to off-line techniques. In this study, isolation and structural characterization of newly synthesized 3-trifluoromethoxyphenyl- and 3-(3-phenylpropyl)-macrozones and their diastereoisomers, as well as some impurities from reaction mixtures, have been performed using hyphenated system LC-SPE/cryo-NMR. Oneand two-dimensional NMR techniques and mass spectrometry were used for structural characterization of isolated components. Based on the analysis of collected data, the structures of isolated compounds were proposed.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:217:214126
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 on2022-03-04 13:21:19