diplomsko delo
Ana Gorenc (Author), Uroš Grošelj (Mentor)

Abstract

Pripravila sem diamin, 4-(2-((2-cikloheptiletil)amino)etil)-N,N-dimetilcikloheksan-1-amin, s sekundarno in terciarno aminsko skupino. Diamin sem uporabila za amidiranje Nα-(terc-butoksikarbonil)-Nα-butil-D-triptofana in 3-(1H-indol-3-il)propanojske kisline po aktivaciji s CDI. N-Boc zaščiten triptofan sem neuspešno amidirala z N-(2-cikloheptiletil)-3-(1H-indol-3-il)propan-1-aminom. Po redukciji karbonilnih skupin amida in ciklizaciji/redukciji enega izmed produktov sem dobila končne produkte, ki sem jih izolirala s kolonsko kromatografijo in v celoti okarakterizirala. Uspešno sem pripravila tri razvejene, z sp3-hibridiziranimi atomi bogate produkte z dvema aminskima skupinama in prisotno indolilno skupino. Produktom, ki so potencialni inhibitorji butirilholinesteraze v možganih, smo testirali inhibitorne sposobnosti. Pri tem smo preverili tudi specifičnost inhibicije.

Keywords

organska kemija;organska sinteza;heterociklične aminokisline;indol;amini;inhibitorji butirilholinesteraze;diplomska dela;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UL FKKT - Faculty of Chemistry and Chemical Technology
Publisher: [A. Gorenc]
UDC: 547.74.057(043.2)
COBISS: 1538294467 Link will open in a new window
Views: 842
Downloads: 245
Average score: 0 (0 votes)
Metadata: JSON JSON-RDF JSON-LD TURTLE N-TRIPLES XML RDFA MICRODATA DC-XML DC-RDF RDF

Other data

Secondary language: English
Secondary title: Synthesis of butyrylcholinesterase inhibitors from heterocyclic α-amino acids
Secondary abstract: Diamine, 4-(2-((2-cycloheptylethyl)amino)ethyl)-N,N-dimethylcyclohexan-1-amine, was prepared. It contains one secondary and one tertiary amino group. The diamine was used for the amidation of Nα-(tert-butoxycarbonyl)-Nα-butyl-D-tryptophan and 3-(1H-indol-3-yl)propanoic acid after the activation of the carboxy group with CDI. N-Boc protected tryptophan was unsuccessfully amidated with N-(2-cycloheptylethyl)-3-(1H-indol-3-yl)propan-1-amine. Subsequently, amides were reduced to amines and one of the products was further cyclized/reduced. The final products were isolated with column chromatography and fully characterized. Three branched and sp3-rich final products, containing two amino groups and an indole ring, were prepared. Products which were expected to reduce levels of butyrylcholinesterase in the brain were tested for the extent of butyrylcholinesterase inhibition. Specificity of enzyme inhibition was also examined.
Secondary keywords: heterocyclic amino acids;indole;amine;butyrylcholinesterase inhibitor;
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
Pages: VI f., 28 str.
ID: 11200719