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Title:Izolacija n-humulona in njegov vpliv na kritično micelno koncentracijo : diplomsko delo visokošolskega strokovnega študijskega programa I. stopnje
Authors:ID Petrič, Lara (Author)
ID Hostnik, Gregor (Mentor) More about this mentor... New window
ID Skarlovnik, Tjaša (Comentor)
Files:.pdf VS_Petric_Lara_2025.pdf (3,33 MB)
MD5: 707DB3D7560BE4C4B1733A3C540A50D6
 
Language:Slovenian
Work type:Bachelor thesis/paper
Typology:2.11 - Undergraduate Thesis
Organization:FKKT - Faculty of Chemistry and Chemical Engineering
Abstract:Hmelj (Humulus lupulus L.) je trajnica vzpenjavka, ki se uporablja že stoletja ali celo tisočletje, predvsem kot sestavina piva, vendar so znane tudi nekatere zdravilne lastnosti hmeljevih spojin. Med te spojine spadajo tudi α-kisline, izmed katerih bomo v nalogi izolirali n-humulon. Ta deluje protibakterijsko saj je po svoji kemijski sestavi hidrofoben in se zato lahko vgradi v bakterijsko membrano in jo oslabi. Ker so površinsko aktivne snovi pomembna sestavina bakterijskih membran, smo želeli preveriti kakšne so interakcije med modelno površinsko aktivno snovjo in n-humulonom. Z uporabo izotermne titracijske kalorimetrije (ITC) smo želeli ugotoviti, kako dodatek n-humulona vpliva na kritično micelno koncentracijo (CMC) in termodinamčne parametre micelizacije. To nam lahko poda pomemben vpogled v njegove interakcije z fiziološkimi membranami. V diplomski nalogi smo najprej ekstrahirali ekstrakt iz hmeljevih storžkov in nato s tehnikami hitre in preparativne kromatografije izolirali n-humulon. Sestavo frakcij smo sproti preverjali z reverznofazno kromatografijo visoke ločljivosti in na koncu potrdili istovetnost n-humulona z uporabo NMR spektroskopije. Dobili smo 0,6199 g izoliranega n-humulona. Nato smo s pomočjo izotermne titracijske kalorimetrije analizirali vpliv n-humulona na CMC in termodinamične parametre micelizacije DTAB pri različnih temperaturah. Rezultati so pokazali, da prisotnost n-humulona v večini primerov znižuje CMC, kar nakazuje na njegovo vlogo pri spodbujanju nastanka micel. Poleg tega ima n-humulon izrazit vpliv na entalpijo micelizacije, saj povečuje eksotermnost procesa. Obenem rezultati nakazujejo pomembno vlogo hidrofobnih interakcij pri vključevanju n-humulone v micele, saj postane vrednost Δcp v prisotnosti n-humulona nekoliko bolj negativna.
Keywords:hmelj, α-kisline, n-humulon, preparativni HPLC, ITC, CMC
Place of publishing:Maribor
Place of performance:Maribor
Publisher:[L. Petrič]
Year of publishing:2025
Number of pages:1 spletni vir (1 datoteka PDF (X, 47 f.))
PID:20.500.12556/DKUM-94647 New window
UDC:66.061.3:633.791(043.2)
COBISS.SI-ID:250815235 New window
Publication date in DKUM:18.09.2025
Views:160
Downloads:42
Metadata:XML DC-XML DC-RDF
Categories:KTFMB - FKKT
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Licences

License:CC BY-NC-ND 4.0, Creative Commons Attribution-NonCommercial-NoDerivatives 4.0 International
Link:http://creativecommons.org/licenses/by-nc-nd/4.0/
Description:The most restrictive Creative Commons license. This only allows people to download and share the work for no commercial gain and for no other purposes.
Licensing start date:31.08.2025

Secondary language

Language:English
Title:Isolation of n-humulone and its effect on the critical micelle concentration
Abstract:Hops (Humulus lupulus L.) are perennial climbing plants that have been used for centuries, or even millennia, primarily as an ingredient in beer, but some medicinal properties of hop compounds are also known. Among these compounds are the α-acids, from which n-humulone was isolated in this study. N-humulone exhibits antibacterial activity because it is hydrophobic mulecule, allowing it to embed itself into bacterial membranes and weaken them. Since surfactants are an important component of bacterial membranes, we wanted to examine the interactions between a model surfactant and n-humulone. Using isothermal titration calorimetry (ITC), we aimed to determine how the addition of n-humulone affects the critical micelle concentration (CMC) and the thermodynamic parameters of micellization. This can provide important insight into its interactions with physiological membranes. In this thesis, we first extracted a crude extract from hop cones and then isolated n-humulone using flash and preparative chromatography techniques. The composition of the fractions was continuously monitored using reverse-phase high-performance liquid chromatography, and the identity of n-humulone was finally confirmed by NMR spectroscopy. We obtained 0,6199 g of isolated n-humulone. Subsequently, we used isothermal titration calorimetry to analyze the effect of n-humulone on the CMC and thermodynamic parameters of DTAB micellization at different temperatures. The results showed that the presence of n-humulone generally decreases the CMC, suggesting its role in promoting micelle formation. N-humulone has a significant effect on enthalpy and specific heat of micellization, as it increases the exothermicity of the process.
Keywords:hop, α-acids, n-humulon, preparative HPLC, ITC, CMC


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