diplomsko delo univerzitetnega študijskega programa I. stopnje
Marina Malić (Author), Urban Bren (Mentor), Veronika Furlan (Co-mentor)

Abstract

V diplomski nalogi smo preučevali spojino arzanol iz smilja v vlogi polifenolnega lovilca devetih končnih kemijskih karcinogenov: aflatoksin B1-ekso-8,9-epoksida, etilen oksida, kloroetilen oksida, vinil karbamat epoksida, glicidamida, stiren oksida, propilen oksida, 2-cianoetilen oksida in beta-propiolaktona. S pomočjo računalniške kemije smo na nivoju kvantnomehanske teorije Hartee-Fock izračunali aktivacijske proste energije reakcij alkilacije naštetih karcinogenov z arzanolom pri treh različnih fleksibilnih baznih setih. Rezultate dobljene po solvatacijskih metodah Samouglašenega reakcijskega polja in Langevinovih dipolov, ki upoštevata vpliv topila, smo primerjali z eksperimentalno dobljenimi aktivacijskimi prostimi energijami za reakcije posameznega karcinogena z najreaktivnejšo bazo DNA - gvaninom - in na podlagi primerjave sklepali, ali je arzanol učinkovit lovilec posameznega kemijskega karcinogena. Rezultati nakazujejo, da ima arzanol velik potencial kot naravni lovilec kemijskih karcinogenov, saj je aktivacijska prosta energija za reakcije arzanola z osmimi od devetih karcinogenov nižja od eksperimentalno določene aktivacijske proste energije za reakcije posameznega karcinogena z gvaninom. Na podlagi tega sklepamo, da bi arzanol večino kemijskih karcinogenov uspel uloviti, še preden bi ti v telesu reagirali z gvaninom in poškodovali DNA. Menimo, da smo z našo raziskavo postavili začetne temelje za nadaljne raziskave arzanola kot naravnega lovilca kemijskih karcinogenov in prispevali k novim smernicam eksperimentalnih ter kliničnih raziskav v boju proti raku.

Keywords

smilj;arzanol;kemijski karcinogeni;kvantnomehanski izračuni;diplomske naloge;

Data

Language: Slovenian
Year of publishing:
Typology: 2.11 - Undergraduate Thesis
Organization: UM FKKT - Faculty of Chemistry and Chemical Engineering
Publisher: [M. Malić]
UDC: 577.332:615.277.4(043.2)
COBISS: 21976086 Link will open in a new window
Views: 768
Downloads: 95
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Other data

Secondary language: English
Secondary title: Anticarcinogenic potential of polyphenolic compounds from helichrysum italicum - a computational approach
Secondary abstract: In the diploma thesis, we studied the compound arzanol from plant Helichrysum italicum in the role of the polyphenolic scavenger for nine ultimate chemical carcinogens of aflatoxin B1-ekso-8,9-epoxide, ethylene oxide, chloroethylene oxide, vinyl carbamate epoxide, glycidamide, styrene oxide, propylene oxide, 2-cyanoethylene oxide and β-propiolactone. Using computational chemistry, the activation free energies of the alkylation reactions of these carcinogens with arzanol were calculated with quantum mechanical method Hartree-Fock in conjunction with three different flexible basis sets. The results obtained with solvation methods Self-consistent reaction field and Langevin dipoles, that take into account the influence of the solvent, were compared with the experimentally determined activation free energies of the reactions of an individual chemical carcinogen with the most reactive DNA base - guanine - and on the basis of the comparison it was concluded that arzanol is an effective scavenger of chemical carcinogens. The results suggest that arzanol has a potential as a natural scavenger of chemical carcinogens since activation free energies for reactions between arzanol and eight chemical carcinogens are lower than experimentally determined activation free energies for reactions of individual chemical carcinogens with guanine. Based on our results, we can conclude that arzanol would succeed in catching most chemical carcinogens before they could react with guanine in our body and damage DNA. We believe that our research represents the initial bases for further studies on arzanol as a natural scavenger of chemical carcinogens and contributed to new guidelines for experimental and clinical researches in the fight against cancer.
Secondary keywords: arzanol;chemical carcinogens;enzymes;extraction;quantum mechanical calculations;
URN: URN:SI:UM:
Type (COBISS): Bachelor thesis/paper
Thesis comment: Univ. v Mariboru, Fak. za kemijo in kemijsko tehnologijo
Pages: IX, 38 str.
ID: 10954793