Priprava heterocikličih alfa-D-manopiranozida kao potencijalnih inhibitora hemaglutinacije. Dulong-Petit i nastava kemije.

master's thesis

• Title (english): Synthesis of heterocyclic alpha-D-mannopyranosides as potential hemagglutation inhibitors. Dulog-Petit and chemistry teaching.
• Author: Dario Dugandžija
• Mentor: Srđanka Tomić-Pisarović (mentor)
• Mentor: Nenad Judaš (mentor)
• Committee member: Srđanka Tomić-Pisarović (predsjednik povjerenstva)
• Committee member: Nenad Judaš (član povjerenstva)
• Committee member: Mirjana Pavlica (član povjerenstva)
• Committee member: Božena Mitić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Science; (Department of Biology); Zagreb
• Granter: University of Zagreb; Faculty of Science; (Department of Chemistry); Zagreb
• Defense date and country: 2017-02-02, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Biology

Abstract

U okviru ovog diplomskog rada opisana je priprava i karakterizacija novih heterocikličkih α-D-manokonjugata kao potencijalnih inhibitora hemaglutinacije uropatogene bakterije E.coli. Kao početni spoj uzeta je α-D-manoza. U četiri koraka, koji uključuju acetiliranje šećera, pripravu glikozida, reakciju s heterocikličkim spojevima te uklanjanje acetatne zaštite, dobiveno je 7 novih spojeva od kojih su 3 korišteni kao mogući inhibitori hemaglutinacije na eritrocitima iz krvi zamorčića. Strukturna svojstva i analiza pripravljenih spojeva provedeni su klasičnim analitičkim spektroskopskim metodama (IR, 1H i 13C NMR) te spektrometrijom masa (MS). Čistoća pripremljenih spojeva te optička čistoća utvrđene su kromatografijom (TSK) i mjerenjem optičkog skretanja. U metodičkom dijelu rada prikazan je prijedlog nastavnog sata pod nazivom „Dulong-Petit i nastava kemije“ u kojem je navedena i opisana priprema sata primjerena za učenike prvog razreda srednje škole za koji je detaljno razrađen radni listić za učenike.

Abstract (english)

In this thesis, synthesis and characterisation of novel heterocyclic α-D-mannoconjugates which can serve as potential hemagglutination inhibitors of uropathogenic E. coli are described. α-D-Mannose was used as a starting compound. Sugar acetylation was the first step followed by O-glycosidation, the reaction with heterocyclic compounds and removal of acetyl groups. Seven (7) novel compounds were prepared in four steps. Three (3) of them were tested as potential hemagglutination inhibitiors of red blood cells from guinea pig. Structure and analysis of all obtained compounds were determined using common analytical methods that included IR, 1H and 13C NMR spectroscopies and MS. The purity of prepared compounds was also determinted by thin layer cromatography (TLC) and optical rotation measurements. In the second part of this thesis one of the possible modern approaches in teaching for high school students is presented. The topic titled „Dulong-Petit and chemistry teaching“, with special emphasis on the use of experiments in teaching chemistry.

• Keywords: α-D-manokonjugati; heterocikli; hemaglutinacija; E. coli; Dulong-Petit
• Keywords (english): α-D-mannoconjugates; heterocycles; hemagglutination; E. coli.; Dulong-Petit
• Language: croatian
• URN:NBN: urn:nbn:hr:217:733348
• Study programme: Title: Integrated undergraduate and graduate university study of Biology and Chemistry Education; specializations in: Integrated undergraduate and graduate university study of Biology and Chemistry Education; Course: Integrated undergraduate and graduate university study of Biology and Chemistry Education; Study programme type: university; Study level: integrated undergraduate and graduate; Academic / professional title: magistar/magistra edukacije biologije i kemije (magistar/magistra edukacije biologije i kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Access restricted to students and staff of home institution
• Created on: 2017-05-22 10:18:21