prikaz prve stranice dokumenta Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza
  Download
PDF 4.54 MB
master's thesis
Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2021. urn:nbn:hr:149:916647
Vukovinski, Ana
University of Zagreb
Faculty of Chemical Engineering and Technology

Institutional repository: Repository of Faculty of Chemical Engineering and Technology University of Zagreb

Cite this document

Vukovinski, A. (2021). Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:916647

Vukovinski, Ana. "Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2021. https://urn.nsk.hr/urn:nbn:hr:149:916647

Vukovinski, Ana. "Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2021. https://urn.nsk.hr/urn:nbn:hr:149:916647

Vukovinski, A. (2021). 'Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 20 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:916647

Vukovinski A. Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2021 [cited 2024 December 20] Available at: https://urn.nsk.hr/urn:nbn:hr:149:916647

A. Vukovinski, "Sinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2021. Available at: https://urn.nsk.hr/urn:nbn:hr:149:916647

Metadata
TitleSinteza i modeliranje novih oksimskih derivata furostilbena kao reaktivatora kolinesteraza
Title (english)Synthesis and modeling of new oxime derivatives of furostilbene as cholinesterase reactivators
AuthorAna Vukovinski
MentorIrena Škorić (mentor)
Committee memberIrena Škorić (predsjednik povjerenstva)
Committee memberDragana Vuk (član povjerenstva)
Committee memberDanijela Barić (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2021-07-09, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Novi oksimski derivati furostilbena 10-14 sintetizirani su u svrhu proučavanja biološke aktivnosti s naglaskom na reaktivaciju acetilkolinesteraze (AChE) i butirilkolinesteraze (BChE). Prvi korak sinteze je Wittigova reakcija, čime nastaju cis- i trans-izomeri furostilbena 1-4. U drugom koraku furostilbeni su podvrgnuti Vilsmeier-Haackovom formiliranju, u svrhu dobivanja aldehida 5-9, koji se u trećem stupnju reakcije prevode u oksime 10-14, koji literaturno nisu poznati. U svakoj provedenoj reakciji sinteze oksima teorijski mogu nastati četiri izomera, s obzirom na konfiguraciju dvostruke veze između dva atoma ugljika (cis- i trans-) te s obzirom na konfiguraciju dvostruke veze između ugljika i dušika oksimske skupine (syni anti-). Oksim 13 jedini daje sva četiri izomera u dovoljnim količinama za izolaciju, dok sukod spojeva 10, 11, 12 i 14 neki izomeri nastali samo u tragovima, dok su drugi prevladavali. Sintetizirani i izolirani novi spojevi okarakterizirani su 1D i 2D NMR tehnikama. Računalnim modeliranjem istraživana je elektronska struktura dobivenih oksimskih derivata i njihova termodinamička stabilnost, te su računalno ispitivani kao potencijalni reaktivatori inhibirane AChE i BChE.
Abstract (english)
New oxime derivatives of furostilbenes 10-14 were synthesized for the purpose of studying biological activity with the emphasis on reactivation of acetylcholinesterase (AChE) and butyrylcholinesterase (BChE). The first step of the synthesis is the Wittig reaction leading to the cis- and trans-isomers of furostilbenes 1-4. In the second step, furostilbenes are subjected to the Wilsmeier-Haack formulation, yielding aldehydes 5-9, which are in the third reaction phase converted to oximes 10-14, compounds unknown in the literature. In each oxime synthesis carried out, four isomers can theoretically be formed, given the configuration of the double bond between the two carbon atoms (cis- and trans -), and the configuration of the double bond between the carbon and nitrogen of the oxime group (syn- and anti-). Only oxime 13 gives all four isomers, while all isomers of compounds 10, 11, 12 and 14 are not obtained in enough quantity for characterization and only some isomers were predominant. The synthesized and isolated new compounds were characterized using 1D and 2D NMR techniques. The electronic structure of the obtained oxime derivatives and their thermodynamic stability were investigated by computer modeling and they were computer tested as potential reactivators of inhibited AChE and BChE.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:916647
Study programmeTitle: Applied Chemistry - Graduate study; specializations in: Environmental chemistry and green technologies, Advanced materials and technologies, Applied organic chemistry
Course: Applied organic chemistry
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra primijenjene kemije (magistar/magistra primijenjene kemije)
Type of resourceText
File originBorn digital
Access conditionsOpen access
Terms of useLicence In copyright icon
Created on2023-04-06 14:16:21