Sinteza i karakterizacija harmicena; novih 1-, 7- i 9-supstituiranih amida β-karbolina i ferocena

master's thesis

• Title (english): Synthesis and characterisation of harmicens; novel 1-, 7- and 9- supstituted amides of β-carboline and ferrocene
• Author: Natan Koraj
• Mentor: Ivana Perković (mentor)
• Committee member: Ivana Perković (predsjednik povjerenstva)
• Committee member: Kristina Pavić (član povjerenstva)
• Committee member: Miranda Sertić (član povjerenstva)
• Granter: University of Zagreb; Faculty of Pharmacy and Biochemistry; (Department of medicinal chemistry); Zagreb
• Defense date and country: 2022-07-11, Croatia
• Scientific / art field, discipline and subdiscipline: BIOMEDICINE AND HEALTHCARE; Pharmacy; Pharmacy

Abstract

Ovaj rad obuhvaća sintezu i karakterizaciju harmicena – hibridnih spojeva β-karbolina i ferocena. U ovom radu sintetizirana su tri nova 1-, 7- i 9- supstituirana amida 4a-c. Amino derivat β-karbolina 1f, potreban za sintezu amida 4a dobiven je iz triptamina, a amini 2c i 3b, koji su poslužili kao prekursori za sintezu amida 4b i 4c, dobiveni su iz harmina prema navedenoj shemi. U posljednjem koraku u 'coupling' reakciji ferocenkarboksilne kiseline i odgovarajućeg amina dobiveni su konačni spojevi – hibridi amidnog tipa 4a-c.
Konačni hibridni spojevi karakterizirani su uobičajenim analitičkim i spektroskopskim metodama (IR, MS, 1H i 13C NMR), a čvrstim produktima određeno je talište. Antimalarijsko djelovanje novih spojeva na eritrocitnu fazu P. falciparum (Pf3D7 i PfDd2) i na jetrenu fazu P. berghei biti će ispitano u daljnjim istraživanjima.

Abstract (english)

This work contains the synthesis and characterisation of harmicenes – hybrid compounds of β-carboline and ferrocene. In this work three novel 1-. 7- and 9- supstituted amides 4a-c were synthetised. The amino derivative of β-carboline 1f, used for the synthesis of the amide 4a, was prepared from triptamine, and the amines 2c and 3b, that served as precursors in the synthesis of the amides 4b and 4c, were prepared from harmine according to the presented scheme. The final amide type hybrids 4a-c were obtained via a coupling reaction of ferrocenecarboxylic acid and the corresponding β-carboline amine.
The final hybrid products were characterized using conventional spectroscopic methods (IR, 1H and 13C NMR and MS), and their melting points were determined. Further studies will investigate antimalarial activity of the derivatives against erythrocytic stage of P. falciparum (Pf3D7 and PfDd2) and liver stage of P. berghei.

• Keywords: β-karbolin; ferocen; hibrid; malarija
• Keywords (english): β-carboline; ferrocene; hybrid; malaria
• Language: croatian
• URN:NBN: urn:nbn:hr:163:826086
• Study programme: Title: Pharmacy; Study programme type: university; Study level: integrated undergraduate and graduate; Academic / professional title: magistar/magistra farmacije (magistar/magistra farmacije)
• Type of resource: Text
• File origin: Born digital
• Access conditions: Open access; Embargo expiration date: 2023-07-11
• Created on: 2022-07-27 15:04:55