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master's thesis
Sinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost
2016. urn:nbn:hr:166:307475
Jurac, Valentina
University of Split
Faculty of Science
Department of Chemistry

Cite this document

Jurac, V. (2016). Sinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost (Master's thesis). Split: University of Split, Faculty of Science. Retrieved from https://urn.nsk.hr/urn:nbn:hr:166:307475

Jurac, Valentina. "Sinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost." Master's thesis, University of Split, Faculty of Science, 2016. https://urn.nsk.hr/urn:nbn:hr:166:307475

Jurac, Valentina. "Sinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost." Master's thesis, University of Split, Faculty of Science, 2016. https://urn.nsk.hr/urn:nbn:hr:166:307475

Jurac, V. (2016). 'Sinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost', Master's thesis, University of Split, Faculty of Science, accessed 15 November 2024, https://urn.nsk.hr/urn:nbn:hr:166:307475

Jurac V. Sinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost [Master's thesis]. Split: University of Split, Faculty of Science; 2016 [cited 2024 November 15] Available at: https://urn.nsk.hr/urn:nbn:hr:166:307475

V. Jurac, "Sinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost", Master's thesis, University of Split, Faculty of Science, Split, 2016. Available at: https://urn.nsk.hr/urn:nbn:hr:166:307475

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Metadata
TitleSinteza kvaternih soli 3-benzamidokinuklidina i njihova antimikrobna aktivnost
Title (english)Synthesis of quaternary salts of 3-benzamidoquinuclidine and their antimicrobial activity
AuthorValentina Jurac
MentorRenata Odžak (mentor)
Committee memberRenata Odžak (predsjednik povjerenstva)
Committee memberMirjana Skočibušić (član povjerenstva)
Committee memberIvica Ljubenkov (član povjerenstva)
GranterUniversity of Split
Faculty of Science
(Department of Chemistry)
Split
Defense date and country2016-09-28, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
3-benzamidokinuklidin je pripravljen u reakciji odgovarajućeg 3-aminokinuklidina s anhidridom benzojeve kiseline i kao takav upotrijebljen u reakcijama kvaternizacije za pripravu kvaternih soli. Reagensi za kvaternizaciju su različiti para-supstituirani benzil bromidi (p-nitro, p-brom, p-fluor i p-trifluormetil). Dobivene su kvaterne soli u velikom iskorištenju, a tankoslojnom kromatografijom i određivanjem tališta potvrđena je identifikacija i čistoća novosintetiziranih spojeva: N-(p-nitrobenzil)-3-benzamidokinuklidinijeva bromida, N-(p-brombenzil)-3-benzamidokinuklidinijeva bromida, N-(p-fluorbenzil)-3-benzamidokinuklidinijeva bromida i N-(p-trifluormetilbenzil)-3-benzamidokinuklidinijeva bromida. Novosintetiziranim kvaternim solima 3-benzamidokinuklidina je ispitana antimikrobna aktivnost upotrebom različitih mikroorganizama: Gram-pozitivnih bakterija (Bacillus cereus, Enterococcus faecalis, Staphylococcus aureus) i Gram-negativnih bakterija (Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, Chronobacter sakazakii). Rezultati ispitivanja pokazali su da kvaterne soli 3-benzamidokinuklidina, pokazuju izrazitu aktivnost za Gramnegativne bakterije, naročito N-(p-trifluormetilbenzil)-3-benzamidokinuklidinijev bromid koji ima bolju aktivnost od gentamicina 133× i od cefotaksima 33×. Za Gram-negativnu bakteriju Escherichia coli sve ispitivane kvaterne soli, ukazuju bolju antimikrobnu aktivnost (MIK=7,81-31,25 μg/mL) od gentamicina (MIK=32,00 μg/mL).
Abstract (english)
3-benzamidoquinuclidine was prepared by reaction of the appropriate 3-aminoquinuclidine with an anhydride of benzoic acid and as such used in quaternization reactions for the preparation of quaternary salts. Quaternization reagents are different para-substituted benzyl bromides (p-nitro, p-bromo, p-fluoro and p-trifluoromethyl). Quaternary salts are obtained in high yield, a thin-layer chromatography and melting point are used to determine identity and purity of newly synthesized compounds: N-(p-nitrobenzyl)-3-benzamidoquinuclidinium bromide, N-(p-bromobenzyl)-3-benzamidoquinuclidinium bromide, N-(p-fluorobenzyl)-3-benzamidoquinuclidinium bromide and N-(p-trifluoromethybenzyl)-3-benzamidoquinuclidinium bromide. Different microorganisms were used in biological testing antimicrobial activity of newly quaternary salts of 3-benzamidoquinuclidine: Gram-positive bacteria (Bacillus cereus, Enterococcus faecalis, Staphylococcus aureus) and Gram-negative bacteria (Escherichia coli, Pseudomonas aeruginosa, Klebsiella pneumoniae, Chronbacter sakazakii). Testing results showed that quaternary salts of 3-benzamidoquinuclidine, showed exceptional acitivity for Gram-negative bacteria, especially N-(p-trifluoromethybenzyl)-3-benzamidoquinuclidinium bromide which has 133× better activity than gentamicin and 33× than cefotaxime. For Gram-negative bacteria Escherichia coli all quaternary salts showed better antimicrobial activity (MIC=7.81-31.25 μg/mL) than gentamicin (MIC=32.00 μg/mL).
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:166:307475
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 14:45:31