Sinteza novih derivata Schiffovih baza purinskih bioizostera metodama zelene kemije

master's thesis

• Title (english): Synthesis of novel Schiff base derivatives of purine bioisosteres using green chemistry
• Author: Ana Penava
• Mentor: Silvana Raić-Malić (mentor)
• Committee member: Silvana Raić-Malić (predsjednik povjerenstva)
• Committee member: Andrijana Meščić Macan (član povjerenstva)
• Committee member: Lidija Furač (član povjerenstva)
• Granter: University of Zagreb; Faculty of Chemical Engineering and Technology; Zagreb
• Defense date and country: 2021-09-27, Croatia
• Scientific / art field, discipline and subdiscipline: NATURAL SCIENCES; Chemistry

Abstract

U okviru ovog rada provedena je sinteza i spektroskopska karakterizacija novih derivata Schiffovih baza purinskih bioizostera: benzotiazola (13a–13d, 18a–18d), benzoksazola (14a–14d, 19a–19d )i imidazo[1,2-a]piridina (15a–15d). Za pripravu ciljnih spojeva upotrijebljene su klasične metode organske sinteze i sinteza potpomognuta ultrazvučnim zračenjem. Dvostupnjevitom linearnom sintezom priređeni su amino-supstituirani prekursori benzotiazola 6, benzoksazola 7 i imidazo[1,2-a]piridin 11 iz odgovarajućih nitro derivata 4, 5 i 10. Ciljani hibridi Schiffovih baza benzotiazola, benzoksazola i imidazo[1,2-a]piridina pripravljeni su iz prethodno priređenih heterocikličkih primarnih amina i različito supstituiranih 2-hidroksibenzaldehida metodama klasične organske sinteze i motodama zelene kemije primjenom ultrazvučnog zračenja u etanolu i glicerolu. Strukture svih priređenih spojeva potvrđene su 1H i 13C NMR spektroskopijom.

Abstract (english)

This paper describes synthesis and spectroscopic characterization of novel Schiff base derivatives of purine bioisosteres: benzothiazoles 13a–13d, 18a–18d, benzoxazoles 14a–14d, 19b–19c and imidazo[1,2-a]pyridines 15a–15d prepared by conventional synthetic methods and by using ultrasonic irradiation. The main amino-substituted precursors of benzothiazole 6, benzoxazole 7 and imidazo [1,2-a]pyridine 11 were prepared by two-step linear synthesis from corresponding nitro derivateves 4, 5 andi 10. Target hybrids of Schiff bases of benzothiazole, benzoxazole and imidazo[1,2-a]pyridine were synthesized from prepared heterocycle primary amines and variously substituted 2-hydroxybenzaldehydes by conventional synthetic methods and by green synthesis using ultrasonic irradiation with ethanol and glycerol as solvents. Structures of all synthesized compounds were confirmed by 1H and 13C NMR spectroscopy.

• Keywords: zelena kemija; ultrazvučno potpomognute reakcije; purinski bioizosteri; Schiffove baze
• Keywords (english): green chemistry; ultrasound-assisted reactions; purine bioisosteres; Schiff bases
• Language: croatian
• URN:NBN: urn:nbn:hr:149:433596
• Project: Number: 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 programme: Title: 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 resource: Text
• File origin: Born digital
• Access conditions: Access restricted to students and staff of home institution
• Created on: 2023-04-19 14:12:51