prikaz prve stranice dokumenta Novi konjugati purina, purinskih bioizostera i ferocena
Access restricted to students and staff of home institution
master's thesis
Novi konjugati purina, purinskih bioizostera i ferocena
Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. urn:nbn:hr:149:106513
Piškor, Martina
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

Piškor, M. (2019). Novi konjugati purina, purinskih bioizostera i ferocena (Master's thesis). Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology. Retrieved from https://urn.nsk.hr/urn:nbn:hr:149:106513

Piškor, Martina. "Novi konjugati purina, purinskih bioizostera i ferocena." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:106513

Piškor, Martina. "Novi konjugati purina, purinskih bioizostera i ferocena." Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, 2019. https://urn.nsk.hr/urn:nbn:hr:149:106513

Piškor, M. (2019). 'Novi konjugati purina, purinskih bioizostera i ferocena', Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, accessed 29 November 2024, https://urn.nsk.hr/urn:nbn:hr:149:106513

Piškor M. Novi konjugati purina, purinskih bioizostera i ferocena [Master's thesis]. Zagreb: University of Zagreb, Faculty of Chemical Engineering and Technology; 2019 [cited 2024 November 29] Available at: https://urn.nsk.hr/urn:nbn:hr:149:106513

M. Piškor, "Novi konjugati purina, purinskih bioizostera i ferocena", Master's thesis, University of Zagreb, Faculty of Chemical Engineering and Technology, Zagreb, 2019. Available at: https://urn.nsk.hr/urn:nbn:hr:149:106513

Metadata
TitleNovi konjugati purina, purinskih bioizostera i ferocena
Title (english)Novel purine, purine bioisosteres and ferrocene conjugates
AuthorMartina Piškor
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 country2019-09-18, Croatia
Scientific / art field,
discipline and subdiscipline		NATURAL SCIENCES
Chemistry
Abstract
Cilj ovog rada bila je sinteza novih konjugata purina, purinskih bioizostera i ferocena kao spojeva s potencijalnim antitumorskim djelovanjem. U tu svrhu sintetizirani su propargilirani derivati indola, 5-jodindola i benzimidazola (1 – 3) te azidi bromferocena, ferocenmetanola i ɑ-metil-ferocenmetanola (4 – 6). Reakcijom 1,3-dipolarne cikloadicije odgovarajućih azida (4 – 6) i terminalnih alkina (1 – 3) uz Cu(I), kao katalizator, prema načelima “klik“ kemije dobiveno je devet konjugata purina, purinskih bioizostera i ferocena 7 – 15. Nadalje, pripravljeni su azidi 6-klor-7-deazopurina, 6-pirolidin-7-deazopurina, 6-piperidin-7-deazapurina (17 – 19). Dobiveni azidni derivati purina reakcijom s terminalnim ferocenom dali su nove hibride purina i ferocena 20 – 22. Sintetizirani su, nadalje, azidi 6-klorpurina, 6-pirolidinpurina i 6-piperidinpurina (24, 28, 30) koji su u reakciji 1,3-dipolarne cikloadicije s terminalnim ferocenom uz Cu(I) kao katalizator dali tri nova spoja 31 – 33. Sintetizirano je ukupno petnaest novih konjugata purina, purinskih bioizostera i ferocena. Strukture spojeva dokazane su 1H- i 13C- NMR spektroskopijom. Biološka ispitivanja spojeva 7 – 15, 20 – 22 i 31 – 33 su u tijeku.
Abstract (english)
The aim of this work was the regioselective synthesis of novel conjugates of purine, purine bioisosteres and ferrocenes 7 – 15, 20 – 22, 31 – 33 with potential antitumor activity. For this purpose propargylated indole, 5-iodoindole and benzimidazole (1 – 3) and azides of bromoferrocene, ferrocene methanol and ɑ-methyl-ferrocene methanol (4 – 6) were synthesized. Triazole derivatives of ferrocene were then prepared using 1,3-dipolar cycloaddition reaction of the corresponding azide derivative (4 – 6) and terminal alkynes (1 – 3) with Cu(I), as a catalyst, following the concept of ´click´ chemistry. The azides of 6-chloro-7-deazopurine, 6-pyrrolidine-7-deazopurine, 6-piperidine-7-deazapurine (17 – 19) were also prepared. The azides were combined with terminal ferrocene and new purine and ferrocene conjugates were obtained 20 – 22. The azides of 6-chloropurine, 6-pyrrolidinpurine and 6-piperidinpurine were prepared (24, 28, 30) and the reaction of thus obtained azides with terminal ferrocene afforded new compounds 30 – 33. Reaction products were isolated and purified by column chromatography. The structures of all compounds have been confirmed by 1H and 13C NMR spectroscopy and the biological evaluations of 7 – 15, 20 – 22 i 31 – 33 are in progress.
Keywords
Keywords (english)
Languagecroatian
URN:NBNurn:nbn:hr:149:106513
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: 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 conditionsAccess restricted to students and staff of home institution
Terms of useLicence In copyright icon
Created on2022-02-26 22:11:00