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undergraduate thesis
Sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2021. urn:nbn:hr:149:915212
Forjan, Elizabeta
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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Forjan, E. (2021). Sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera (Undergraduate thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:915212

Forjan, Elizabeta. "Sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2021. https://urn.nsk.hr/urn:nbn:hr:149:915212

Forjan, Elizabeta. "Sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera." Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2021. https://urn.nsk.hr/urn:nbn:hr:149:915212

Forjan, E. (2021). 'Sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera', Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 27 December 2024, https://urn.nsk.hr/urn:nbn:hr:149:915212

Forjan E. Sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera [Undergraduate thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2021 [cited 2024 December 27] Available at: https://urn.nsk.hr/urn:nbn:hr:149:915212

E. Forjan, "Sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera", Undergraduate thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2021. Available at: https://urn.nsk.hr/urn:nbn:hr:149:915212

Metadata
TitleSinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera
Title (english)The synthesis of new aryl-substituted 1,2,3-triazole purine and purine bioisosteres
AuthorElizabeta Forjan
MentorSilvana Raić-Malić (mentor)
Committee memberSilvana Raić-Malić (predsjednik povjerenstva)
Committee memberSilvija Maračić (član povjerenstva)
Committee memberDanijela Ašperger (član povjerenstva)
GranterUniversity of Zagreb
Faculty of Chemical Engineering and Technology
Zagreb
Defense date and country2021-09-15, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Cilj ovog rada bila je sinteza novih aril-supstituiranih 1,2,3-triazolnih derivata purina i purinskih bioizostera 7–11, kao racemične smjese, s potencijalnim antitumorskim djelovanjem. U tu svrhu sintetizirani su propargilirani derivati indola, benzimidazola, 6-klor-9H-purina, 4-klor-7H-pirolo[2,3-d]pirimidina i 4-klor-1H-imidazo[4,5-c]piridina 1–5 te odgovarajući aromatski 1,2-azidoalkohol. Reakcijama 1,3-dipolarne cikloadicije odgovarajućeg azida 6 i terminalnih alkina 1 ̶ 5 uz Cu(I) kao katalizator, koje su provedene primjenom ultrazvuka, dobiveno je pet novih konjugata purina i purinskih bioizostera 7–11. Strukture svih sintetiziranih spojeva potvrđene su 1H NMR i 13C NMR spektroskopijom.
Abstract (english)
The aim of this work was the synthesis of new aryl-substituted 1,2,3-triazole purine and purine bioisosteres 7–11, as racemic mixture, with potential antitumor activity. For this purpose, propargylated indole, benzimidazole, 6-chloro-9H-purine, 4-chloro-1H-imidazo[4,5-c]pyridine and 4-chloro-7H-pyrrolo[2,3-d]pyrimidine were synthesised. Furthermore, para-bromo substituted phenacyl bromides were treated with NaN3, followed by fast reduction with NaBH4 to afford corresponding azido alcohol with secondary hydroxyl group. Triazole derivatives of purine and purine bioisosteres were then prepared using 1,3-dipolar cycloaddition of the corresponding azide 6 and terminal alkynes 1–5 with Cu(I) as catalyst using ultrasound irradiation. The structures of all synthesised compounds were confirmed by 1H NMR and 13C NMR spectroscopy.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:915212
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: 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
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Embargo expiration date: 2022-09-01
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Created on2023-03-28 07:48:39