Modifikacija 1,2,4,5-tetraoksana za vezavo na polisaharidni trdni nosilec

Ilioska, Tamara (author), Iskra, Jernej (mentor)

Artemisinin in njegove derivate se danes uporablja v terapiji proti malariji, ima pa tudi protibakterijsko in protitumorno učinkovitost. Med sintetizirane spojine, ki imajo potencialno biološko učinkovitost proti vektorjem malarije in tumorjem spadajo 1,2,4,5-tetraoksani (TO). Raziskala sem modifikacijo nesimetričnega tetraoksana, ki omogoča njegovo vezavo na trden nosilec. Tetraoksan sem sintetizirala iz 4- metilcikloheksanona in etil 4-oksocikloheksan-1-karboksilata. Karboksilno funkcionalno skupino sem pretvorila tako, da sem zaestrila z alkoholom, ki je imel na koncu terminalno aminsko skupino in dobila trdni produkt s 69 % izkoristkom. Aminska skupina omogoča končno vezavo na trden nosilec. Za testiranje vezave sintetiziranega tetraoksana sem izbrala karboksimetil celulozo kot trdni nosilec, ki je široko uporabljan v različnih aplikacijah in se lahko TO veže nanj preko tvorbe amida.

• Language: Slovenian
• Keywords: 1, 2, 4, 5-tetraoksani, peroksid, CMC, trdni nosilec
• Work type: Bachelor thesis/paper
• Typology: 2.11 - Undergraduate Thesis
• Organization: FKKT - Faculty of Chemistry and Chemical Technology
• Year: 2019
• PID: 20.500.12556/RUL-109145
• COBISS.SI-ID: 1538300611
• Publication date in RUL: 23.08.2019

Secondary language

• Language: English
• Title: Modification of 1,2,4,5-tetraoxane for immobilization onto polysaccharide support

Abstract

Today, artemisinine and its derivatives are used for antimalarial treatment; additionally artemisinine has antibacterial and antitumor activity. 1,2,4,5-tetraoxanes (TO) are part of the synthetised substances that have a potential biological activity against malaria vectors and tumors. I researched the modification of the unsimetrical tetraoxane, which enables its bonding to a solid carrier. As starting materials I used 4- methylcyclohexanone and ethyl 4-oxocyclohexane-1-carboxylate. I modified the carboxyl functional group by its esterification with an alcohol that has an amine functional group at its other end and obtained a solid product in 69 % yield. The amine functional group enables the final bonding of the TO on the solid carrier. To test the bonding of TO on a solid carrier, I chose carboxymethyl cellulose as a solid carrier, which is videly used in different applications and TO can be bind to it by the formation of an amide.

• Keywords: 1, 2, 4, 5-tetraoxanes, peroxide, CMC, solid carrier