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master's thesis
Sinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost
Split: University of Split, University of Split, Faculty of science, 2015. urn:nbn:hr:166:773063
Muić, Anita
University of Split
Faculty of Science
Department of Chemistry

Institutional repository: Repository of Faculty of Science

Cite this document

Muić, A. (2015). Sinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost (Master's thesis). Split: University of Split, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:166:773063

Muić, Anita. "Sinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost." Master's thesis, University of Split, Faculty of Science, 2015. https://urn.nsk.hr/urn:nbn:hr:166:773063

Muić, Anita. "Sinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost." Master's thesis, University of Split, Faculty of Science, 2015. https://urn.nsk.hr/urn:nbn:hr:166:773063

Muić, A. (2015). 'Sinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost', Master's thesis, University of Split, Faculty of Science, accessed 25 December 2024, https://urn.nsk.hr/urn:nbn:hr:166:773063

Muić A. Sinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost [Master's thesis]. Split: University of Split, Faculty of Science; 2015 [cited 2024 December 25] Available at: https://urn.nsk.hr/urn:nbn:hr:166:773063

A. Muić, "Sinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost", Master's thesis, University of Split, Faculty of Science, Split, 2015. Available at: https://urn.nsk.hr/urn:nbn:hr:166:773063

Metadata
TitleSinteza kvaternih soli 3-klorkinuklidina i njihova antimikrobna aktivnost
Title (english)Synthesis of quaternary salts of 3-chloroquinuclidine and their antimicrobial activity
AuthorAnita Muić
MentorRenata Odžak (mentor)
Committee memberRenata Odžak (predsjednik povjerenstva)
Committee memberMirjana Skočibušić (član povjerenstva)
Committee memberNenad Vuletić (član povjerenstva)
GranterUniversity of Split
Faculty of Science
(Department of Chemistry)
Split
Defense date and country2015-09-30, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
3-klorkinuklidin je supstituirani biciklički heterociklički spoj s atomom dušika u premoštenju, koji je u kombinaciji s različitim reagensima korišten u reakcijama sinteze njegovih kvaternih soli. U reakcijama supstitucije korištene su dvije vrste reagensa: aromatski i alifatski s bromom kao dobrom izlaznom skupinom. Od aromatskih reagensa korišteni su benzilirani i pbenzilirani bromidi i od alifatskih ugljikovodični lanci s 4, 8 i 12 ugljikovih atoma. Svi sintetizirani spojevi su kvaterne soli dobivene u velikom iskorištenju. Tankoslojnom kromatografijom i određivanjem tališta potvrđena je identifikacija i čistoća novosintetiziranih spojeva. U ispitivanju antimikrobne aktivnosti 3-klorkinuklidinijeva hidroklorida i kvaternih soli korišteni su različiti mikroorganizmi: Gram-pozitivne bakterije: Bacillus cereus, Enterococcus faecalis, Staphylococcus aureus i Gram-negativne bakterije: Escherichia coli, Pseudomonas aeruginosa, Chronobacter sakazakii.Rezultati testiranja pokazali su da sintetizirane kvaterne soli s p-benzilnim supstituentima, ali i kvaterne soli s duljim ugljikovodičnim lancima imaju puno veću antimikrobnu aktivnost od ostalih spojeva i za Gram- pozitivne, i za Gram-negativne bakterije (MIK=1,56-6,25 µg/mL). Posebno treba naglasiti da kvaterne soli s duljim alifatskim supstituentima (Cl-7 i Cl-8) pokazuju izrazitu aktivnost naročito za sve Gram-negativne bakterije, a njihova aktivnost je bolja od gentamicina (10 odnosno 20x), ali i od cefotaksima za P. aeruginosa i C. sakazakki (2 odnosno 5x).
Abstract (english)
3-chloroquinuclidine is bicyclic heterocyclic compound with nitrogen atom in bridgehead which was combined with different reagents in reactions of synthesis of its quaternary salts. In the substitution reactions, the following two types of reagent were used: aromatic and aliphatic, with bromine as a good leaving group. There were used benzyled and p-benzyled bromides from group of aromatic reagents, and chains with 4, 8, and 12 carbon atoms from aliphatic. Newly synthesized compounds were recived in high utilization. Thin layer chromatography and melting points were used to determine identity and purity of synthesized salts. In testing antimicrobial activity of 3-chloroquinuclidine and quaternary salts were used different microorganisms: Gram-positive bacteria: Bacillus cereus, Enterococcus faecalis, Staphylococcus aureus. and Gram-negative bacteria: Escherichia coli, Pseudomonas aeruginosa, Chronbacter sakazakii. Testing results showed that quaternary salts with pbenzyl substituents and quaternary salts with longer chains, have greater antimicrobial activity than other compounds, even for Gram-positive and Gram-negative bacteria (MIK=1,56-6,25 µg/mL). Special accent is on quaternary salts with longer aliphatic substituents (Cl-7 i Cl-8), which showed great activity, especilly for, all Gram- negative bacteria. Their activity is better than gentamicine (10-20x), and cefotaxime, for P. aeruginosa and C. sakazakii (2-5x).
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:166:773063
Study programmeTitle: Biology and Chemistry; specializations in: major in teaching
Course: major in teaching
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra edukacije biologije i kemije (magistar/magistra edukacije biologije i kemije)
Type of resourceText
File originBorn digital
Access conditionsAccess restricted to students and staff of home institution
Terms of useLicence In copyright icon
Created on2017-06-01 14:09:30