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master's thesis
Sinteza derivata harmina s potencijalnim antimalarijskim djelovanjem
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2018. urn:nbn:hr:149:522657
Beriša, Arben
University of Zagreb
Faculty of Chemical Engineering and Technology

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

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Beriša, A. (2018). Sinteza derivata harmina s potencijalnim antimalarijskim djelovanjem (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:522657

Beriša, Arben. "Sinteza derivata harmina s potencijalnim antimalarijskim djelovanjem." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2018. https://urn.nsk.hr/urn:nbn:hr:149:522657

Beriša, Arben. "Sinteza derivata harmina s potencijalnim antimalarijskim djelovanjem." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2018. https://urn.nsk.hr/urn:nbn:hr:149:522657

Beriša, A. (2018). 'Sinteza derivata harmina s potencijalnim antimalarijskim djelovanjem', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 26 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:522657

Beriša A. Sinteza derivata harmina s potencijalnim antimalarijskim djelovanjem [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2018 [cited 2024 November 26] Available at: https://urn.nsk.hr/urn:nbn:hr:149:522657

A. Beriša, "Sinteza derivata harmina s potencijalnim antimalarijskim djelovanjem", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2018. Available at: https://urn.nsk.hr/urn:nbn:hr:149:522657

Metadata
TitleSinteza derivata harmina s potencijalnim antimalarijskim djelovanjem
Title (english)Synthesis of harmine derivatives with potential antimalarial activity
AuthorArben Beriša
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberLidija Furač (član povjerenstva)
Committee memberTatjana Gazivoda Kraljević (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2018-09-24, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
U ovom radu provedena je sinteza novih biološki aktivnih 1,4-disupstituiranih 1,2,3-triazolnih derivata harmina i cimetne kiseline. Kako bi se pripravili različito supstituirani propargilirani derivati prvotno se provelo prevođenje metoksi skupine harmina u hidroksilnu skupinu (1). Slijedi reakcija s propargil bromidom u suvišku cezijeva karbonata, pri čemu su izolirani 7-propargilirani (2) i 7,9-dipropargilirani harmin (3). Propargiliranje u položaju 9 (4) provedeno je izravno iz harmina uz natrijev hidrid. 7-propargilirani (2) i 7,9-dipropargilirani harmin (3) dalje podliježu bakrom(I) kataliziranoj reakciji Huisgenove 1,3-dipolarne cikloadicije s različito supstituiranim azidima cimetne kiseline i njezinim derivatima (9a-9h, 10), čime su sintetizirani 1,2,3-triazolni hibridi harmina i derivata cimetne kiseline (5, 6a-6h, 7). Strukture svih priređenih spojeva karakterizirane su 1H i 13C NMR spektroskopijom. Ispitivanje antimalarijske aktivnosti na novosintetiziranim triazolnim derivatima harmina je u tijeku.
Abstract (english)
The purpose of this diploma work was to synthesize novel biologically active 1,4-disubstituted 1,2,3-triazole derivatives of harmine and cinnamic acid. In order to prepare variety of propargyl derivatives, methoxy group of the harmine has been converted into the hydroxyl group (1). The reaction of 1 with propargyl bromide is followed by the excess of cesium carbonate, whereby 7-propargyl (2) and 7,9-dipropargyl harmine (3) derivatives were isolated. The propargylation at position 9 (4) was performed directly from the harmine in the presence of sodium hydride. 7-Propargyl (2) and 7,9-dipropargyl harmine are subjected to copper(I) catalysed Huisgen's 1,3-dipolar cycloaddition reaction with differently substituted azides of cinnamic acid and their derivatives (9a-9h, 10) to synthesize 1,2,3-triazole hybrid of harmine and cinnamic acid derivatives (5, 6a-6h, 7). The structures of all prepared compounds were characterized by the 1H and 13C NMR spectroscopy. Evaluation of antimalarial activity on the novel synthesized triazole derivatives of harmine is ongoing.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:522657
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 on2020-07-23 09:14:38