prikaz prve stranice dokumenta Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem
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master's thesis
Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. urn:nbn:hr:149:129763
Karlović, Nina
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

Karlović, N. (2022). Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:129763

Karlović, Nina. "Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. https://urn.nsk.hr/urn:nbn:hr:149:129763

Karlović, Nina. "Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2022. https://urn.nsk.hr/urn:nbn:hr:149:129763

Karlović, N. (2022). 'Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 29 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:129763

Karlović N. Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2022 [cited 2024 November 29] Available at: https://urn.nsk.hr/urn:nbn:hr:149:129763

N. Karlović, "Sinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2022. Available at: https://urn.nsk.hr/urn:nbn:hr:149:129763

Metadata
TitleSinteza novih arilimidamid-benzimidazola premoštenih triazolom s potencijalnim antitripanosomskim djelovanjem
Title (english)Synthesis of novel triazole-linked arylimidamide-benzimidazoles with potential antitripanosomal activity
AuthorNina Karlović
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberTatjana Gazivoda Kraljević (član povjerenstva)
Committee memberKrunoslav Žižek (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2022-12-16, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
U ovom radu opisana je sinteza novih 1,2,3-triazolom premoštenih arilimidamidnih derivata benzimidazola, poznatih i kao reverzni amidini benzimidazola, s potencijalnim antitripanosomskim djelovanjem. Za pripravu ciljanih spojeva korištene su klasične metode organske sinteze. Arilimidamidni derivati benzimidazola (23a–23c, 24a–24c, 25a–25c) pripravljeni su iz odgovarajućih 5(6)-aminobenzimidazolnih prekursora (20a–20c, 21a–21c, 22a–22c) i priređenog S-(2-naftilmetil)tiobenzimidatnog hidrobromida 4. 5(6)-aminobenzimidazolni prekursori dobiveni su reakcijom redukcije iz 5(6)-nitrobenzimidazolnih prekursora (17a–17c, 18a–18c, 19a–19c) pripravljenih kondenzacijom bisulfitnih adukata benzaldehidnih prekursora (13a–13c, 14a–14c, 15a–15c) s 4-nitro-o-fenilendiaminom 16. Benzil- (13a–13c), pikolil- (14a–14c) i etinilmorfolin- (15a–15c) 1,2,3-triazolni derivati benzaldehida pripravljeni su regioselektivnom Cu(I)-kataliziranom cikloadicijom iz priređenih 4-(prop-2-iniloksi)benzaldehida (6a–6c) i odgovarajućih azida. Strukturna i spektroskopska karakterizacija novopripravljenih spojeva provedena je 1H i 13C NMR spektroskopijom.
Abstract (english)
In this work the synthesis of new 1,2,3-triazolyl bridged arylimidazole benzimidazole derivatives, also known as benzimidazole reversed amidines with potential antitrypanosomal activity is described. For the synthesis of target compounds classical methods of organic sythesis were used. Arylimidamide benzimidazole derivatives (23a–23c, 24a–24c, 25a–25c) were prepared from the corresponding 5(6)-aminobenzimidazole precursors (20a–20c, 21a–21c, 22a–22c) and prepared S-(2-naphtylmethyl)thiobenzimidate hydrobromide 4. 5(6)-Aminobenzimidazole precursors were obtained by a reduction reaction from 5(6)-nitrobenzimidazoles (17a–17c, 18a–18c, 19a–19c) prepared by condensation of bisulfite aducts of the corresponding benzaldehyde precursors (13a–13c, 14a–14c, 15a–15c) with 4-nitro-o-phenylenediamine 16. Benzyl- (13a–13c), picolyl- (14a–14c) and ethynylmorpholine- (15a–15c) 1,2,3-triazole derivatives of benzaldehyde were prepared by regioselective Cu(I)-catalyzed cycloaddition from the prepared 4-(prop-2-ynyloxy)benzaldehydes (6a–6c) and the corresponding azides. The structures of all newly synthesized compounds were confirmed by the means of 1H NMR and 13C NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:129763
ProjectNumber: IP-2018-01-4682
Title: Novi spojevi temeljeni na bioizosterima purina za ispitivanje njihovih antitumorskih i antipatogenih djelovanja
Acronym: PurBioCaPa
Leader: Silvana Raić-Malić
Jurisdiction: Croatia
Funder: HRZZ
Funding stream: IP
Study programmeTitle: Chemical Engineering - Graduate study
Study programme type: university
Study level: graduate
Academic / professional title: magistar/magistra inženjer/inženjerka kemijskog inženjerstva (magistar/magistra inženjer/inženjerka kemijskog inženjerstva)
Type of resourceText
File originBorn digital
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Created on2023-02-15 15:10:01