Primjena eutektičkih otapala u sintezi derivata purina i purinskih izostera

undergraduate thesis

• Title (english): Application of deep eutectic solvents in the synthesis of purine and purine isosteres
• Author: Ivana Runjak
• Mentor: Silvana Raić-Malić (mentor)
• Committee member: Silvana Raić-Malić (predsjednik povjerenstva)
• Committee member: Andrijana Meščić Macan (član povjerenstva)
• Committee member: Danijela Ašperger (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2021-09-22, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U ovom radu opisana je sinteza novih konjugata 1,1'-disupstituiranog ferocena i purinskih bioizostera 5–7 povezanih 1,2,3-triazolilnom poveznicom. U tu svrhu pripremljeni su N-propargilirani purinski derivati 1–3 te 1,1'-bis(1-azidoetil)ferocen 4. Ciljani konjugati 1,1'-disupstituiranih ferocena i purina 5–7 priređeni su bakrom(I) kataliziranom 1,3-dipolarnom cikloadicijom propargiliranih derivata 1–3 i bis-azidnog derivata ferocena 4. Reakcije su provedene na dva načina, klasično u metanolu i u zelenom eutektičkom otapalu, D-sorbitol/urea/NH4Cl. Strukture novosintetiziranih spojeva potvrđene su 1H NMR i 13C NMR spektroskopijom, a naknadno će se provesti i antitumorska ispitivanja novosintetiziranih spojeva.

Abstract (english)

In this work, the synthesis of new conjugates of 1,1'-disubstituted ferrocene and purine bioisosteres 5–7 connected with 1,2,3-triazolyl moiety is described. For this purpose, N-propargylated purine derivates 1–3 and 1,1'-bis(1-azidoethyl) ferrocene 4 were synthesized. Target conjugates of 1,1'-disubstituted ferrocenes and purines 5–7 were prepared using copper (I) catalyzed 1,3-dipolar cycloaddition of propargylated derivates 1–3 and bis-azide derivative of ferrocene 4. Reactions were prepared using two procedures, classically in methanol and in a green eutectic solvent, D-sorbitol/urea/NH4Cl. The structures of the novel synthesized compounds were confirmed by 1H NMR and 13C NMR spectroscopy, and antitumor studies of the novel synthesized compounds will be performed subsequently.

• Keywords: purin; purinski bioizosteri; ferocen; 1 2 3-triazol; 'zelena' kemija; eutektička otapala
• Keywords (english): purine; purine bioisosters; ferrocene; 1 2 3-triazole; 'green' chemistry; eutectic solvents
• Language: croatian
• URN:NBN: urn:nbn:hr:149:731062
• Project: Number: IP-2013-11-5596; Title: Sinteza i citostatska ispitivanja biblioteke novih dušikovih heterocikla; Title: Synthesis and cytostatic evaluations of novel nitrogen heterocycles library; Acronym: SCIENcENTRY; Leader: Silvana Raić-Malić; Jurisdiction: Croatia; Funder: HRZZ; Funding stream: IP
• Study programme: Title: Applied Chemistry - Undergraduate 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: undergraduate; Academic / professional title: sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije (sveučilišni/a prvostupnik/prvostupnica (baccalaureus/baccalaurea) primijenjene kemije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Access restricted to students and staff of home institution
• Created on: 2023-04-17 11:38:12