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undergraduate thesis
Sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2018. urn:nbn:hr:149:855718
Kljajić, Katarina
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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Kljajić, K. (2018). Sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:855718

Kljajić, Katarina. "Sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2018. https://urn.nsk.hr/urn:nbn:hr:149:855718

Kljajić, Katarina. "Sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2018. https://urn.nsk.hr/urn:nbn:hr:149:855718

Kljajić, K. (2018). 'Sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 26 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:855718

Kljajić K. Sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem [Undergraduate 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:149:855718

K. Kljajić, "Sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2018. Available at: https://urn.nsk.hr/urn:nbn:hr:149:855718

Metadata
TitleSinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila s potencijalnim citostatskim djelovanjem
Title (english)Synthesis of benzimidazo[1,2-a]quinolines-6-carbonitrile derivatives with potential cytostatic activity
AuthorKatarina Kljajić
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberAndrea Bistrović (član povjerenstva)
Committee memberMirela Leskovac (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2018-07-13, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Organic Chemistry
Abstract
Cilj ovog rada bila je sinteza derivata benzimidazo[1,2-a]kinolin-6-karbonitrila (4-7) kao spojeva s potencijalnim antitumorskim djelovanjem. U tu svrhu iz 5-klor-2-fluorbenzimidazo[1,2-a]kinolin-6-karbonitrila (1) sintetizirani su azidi benzimidazo[1,2-a]kinolin-6-karbonitrila (2, 3). 1,2,3-triazolni derivati benzimidazo[1,2-a]kinolina (4–7) pripravljeni su reakcijom 1,3-dipolarne cikoladicije odgovarajućeg azida (2, 3) i različitih terminalnih alkina uz bakar(I) kao katalizator, prema načelima „klik“ kemije. Produkti reakcija su izolirani kolonskom kromatografijom. Strukture svih sintetiziranih spojeva potvrđene su 1H i 13C NMR spektroskopijom. Benzimidazo[1,2-a]kinolin-6-karbonitril koji sadrži 4-ciklopropil-1,2,3-triazolne supstituente u položajima 2 i 5 pokazao je snažno inhibitorno djelovanje na stanice karcinoma debelog crijeva HCT116 (GI50 = 1,6 µM).
Abstract (english)
The aim of this work was the synthesis of novel benzimidazo[1,2-a]quinoline-6-carbonitrile with a potential antitumor activity. For this purpose, 5-chloro-2-fluorobenzimidazo[1,2-a]quinoline-6-carbonitrile (1) were converted to the corresponding azido derivatives of benzimidazo[1,2-a]quinoline (2, 3). 1,2,3-Triazole derivatives of benzimidazo[1,2-a]quinoline (4-7) were prepared using the reaction of 1,3-dipolar cycloaddition of the corresponding azide derivatives (2, 3) and terminal alkynes with Cu(I) as a catalyst, following the concept of “click“ chemistry. Reaction products were isolated by the column chromatography. The structures of all compounds have been confirmed by 1H i 13C NMR spectroscopy. Benzimidazo[1,2-a]quinoline-6-carbonitrile with 4-cyclopropyl-1,2,3-triazole substituents at 2 and 5 positions exhibited strong inhibitory activity against colon carcinoma HCT116 cell line (GI50 = 1,6 µM).
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:855718
Study programmeTitle: Materials Science and Engineering - Undergraduate study
Study programme type: university
Study level: undergraduate
Academic / professional title: sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva (sveučilišni/a prvostupnik/ prvostupnica (baccalaureus/baccalaurea) inženjer/inženjerka kemijskog inženjerstva)
Type of resourceText
File originBorn digital
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Created on2021-06-23 12:20:47