diplomsko delo
Priya Kumar (Author), Jurij Svete (Mentor)

Abstract

Pirazol in njegovi derivati so zanimiva skupina heterocikličnih spojin, saj imajo raznoliko biološko aktivnost. Posledično jim znanstvena skupnost namenja veliko pozornosti. V svoji diplomski nalogi sem se lotila sinteze štirih etil 1-aril-5-hidroksi-1H-pirazol-4- karboksilatov, ki so inhibitorji Plasmodium falciparium dihidroorotat dehidrogenaze (PfDHODH). Sintetizirala sem jih po postopku iz literature. Sinteza pirazolskega obroča je temeljila na ciklokondenzaciji ustreznega hidrazina z dietil 2- (etoksimetilen)malonatom. Spojino 3a sem sintetizirala po enostopenjskem postopku iz literature. Sintezo spojin 3b in 3c sem izvedla pod bazičnimi pogoji po rahlo modificiranem postopku, ki je že opisan v literaturi. Spojino 3d sem sintetizirala z uporabo topil EtOH in Et3N v razmerju 3 : 1. Vse produkte sem karakterizirala z 1H NMR in IR spektroskopijo. Sintetizirani inhibitorji so bili testirani z encimski testi na Katedri za biokemijo UL FKKT.

Keywords

heterociklične spojine;ciklokondenzacija;inhibitorji PfDHODH;encimski testi;malarija;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [P. Kumar]
UDC: 547.78(043.2)
COBISS: 116120067 Link will open in a new window
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Other data

Secondary language: English
Secondary title: Synthesis of some ethyl 1-aryl-5-hydroxy-1H-pyrazole-4-carboxylates as inhibitors of dihydroorotate dehydrogenase.
Secondary abstract: Pyrazole and its derivatives are an interesting group of heterocyclic compounds as they exhibit diverse biological activities. Consequently, they have received a great deal of attention from the scientific community. In this thesis, I have undertaken the synthesis of four ethyl 1-aryl-5-hydroxy-1H-pyrazole-4-carboxylates, which are inhibitors of Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH). They were synthesized according to the procedure described in the literature. The synthesis of the pyrazole ring was based on the cyclocondensation of the corresponding hydrazine with diethyl 2-(ethoxymethylene)malonate. Compound 3a was synthesized according to the one-step procedure described in the literature. Compounds 3b and 3c were obtained by a slight modification of the literature procedure under basic conditions. Compound 3d was synthesized using EtOH and Et3N in a ratio of 3:1. All products were characterized by 1H NMR and IR spectroscopy. The synthesized inhibitors were tested by enzymatic assays at the Chair of Biochemistry of UL FCCT.
Secondary keywords: malaria;pyrazoles;cyclocondensation;PfDHODH inhibitors;heterocyclic compounds;Pirazoli;Univerzitetna in visokošolska dela;
Type (COBISS): Bachelor thesis/paper
Study programme: 1000373
Embargo end date (OpenAIRE): 1970-01-01
Thesis comment: Univ. v Ljubljani, Fak. za kemijo in kemijsko tehnologijo, UNI Kemija
Pages: 37 str.
ID: 15795577