Synthesis of betaine, choline and carnitine containing polymers for dermal wound healing

doctoral dissertation

Lucija Jurko (Avtor), Rupert Kargl (Mentor)

Povzetek

In this study, we explored the development of cationized 2-hydroxyethyl cellulose (HEC) and succinylated polyallylamine (PAA) in conjunction with polyvinyl alcohol (PVA) for potential applications as antimicrobial wound dressings. Quaternary ammonium compounds are known for their broad-spectrum antimicrobial properties against both Gram-negative and Gram-positive bacteria, but their non-selectivity can lead to high cytotoxicity. To improve the biocompatibility of the cationic materials investigates two distinct approaches. The first approach involves reducing the cationic nature of protonated PAA at a pH below 8.3 through amidation reaction with succinic anhydride. Gradual reduction of the cationic charge is achieved by varying the molar ratios of succinic anhydride during the reaction process. Notably, this reaction can be carried out in an aqueous solution, eliminating potential issues associated with solvent removal. The second part of this thesis focuses on introducing cationic charge by covalently binding naturally occurring quaternary ammonium compounds, such as betaine hydrochloride (BET HCl), choline chloride (ChCl), and carnitine hydrochloride (carnitine). Using 1,1′-carbonyldiimidazole (CDI), we quaternized HEC in anhydrous DMSO, with a detailed investigation of the reaction mechanism by isolating and characterizing intermediate products. This same procedure was applied to form a cationic dimer between BET HCl and ChCl. The chemical structures of the resulting materials were characterized using attenuated total reflectance infrared spectroscopy (ATR-IR) and nuclear magnetic resonance (NMR). The quantification of cationic and total charge was determined through polyelectrolyte and potentiometric titration, respectively. While succinylated PAA exhibited the anticipated biological properties associated with the reduction of cationic characteristics, the same behaviour was not observed for quaternized materials. High cytotoxicity and low antimicrobial properties in the derivatized HEC may be attributed to inadequate purification and the sensitivity of fibroblasts. We produced electrospun non-woven mats incorporating PVA and these derived materials using a single-needle electrospinning machine. The average diameter of the fibres was determined through scanning electron microscopy (SEM) images. Despite the cytotoxicity and the absence of significant antimicrobial properties in these materials, they exhibit potential as effective cationic flocculants for wastewater treatment. Further investigations are pending to address purification issues and make slight adjustments to the procedure to potentially scale up production. These materials still hold promise for applications in both biomedical and environmental chemistry.

Ključne besede

cellulose;quaternary ammonium compounds;antimicrobial;cytotoxicity;elektrospinning;

Podatki

Jezik:	Angleški jezik
Leto izida:	2024
Tipologija:	2.08 - Doktorska disertacija
Organizacija:	UM FS - Fakulteta za strojništvo
Založnik:	[L. Jurko]
UDK:	[604.4:615.33]:547.458.8(043.3)
COBISS:	203016195
Št. ogledov:	52
Št. prenosov:	12
Ocena:	0 (0 glasov)
Metapodatki:

Ostali podatki

Sekundarni jezik:	Slovenski jezik
Sekundarni naslov:	Sinteza polimerov, vsebujočih betain, holin in karnitin, za zdravljenje kožnih ran
Sekundarni povzetek:	Doktorska disertacija obravnava razvoj materialov, ki v svoji strukturi vsebujejo pozitivno nabite dušikove skupine, ki so uporabni na področju celjenja ran. Pozitivno nabiti materiali imajo sposobnost uničevanja mikrobov in so tako še posebno zanimivi predvsem na področju raziskovanja v biomedicini, saj je poznana njihova vloga pri celjenju ran. Znano je, da so dologotrajna vnetja pri celjenju ran pereča težava, ki so pogosto povzročena z mikrobno kontaminacijo bakterij. Kot možna rešitev, ter možnost pospešenega in uspešnega celjenja ran, je ključnega pomena razvoj oblog za rane, ki imajo antimikrobne lastnosti. Doktorska naloga predstavlja oblikovanje in razvoj materialov s pozitivno nabitim nabojem, z namenom njihove uporabe prav za aplikacije kot so obloge za rane. Za izdelavo takšnih željenih materialov je prav tako velik poudarek na postopkih, ki so bili aplicirani za njihovo modifikacijo. Pomembno je, dase pri samih metodah modifikacije uporabljajo topila z relativno nizkim vplivom na okolje in toksičnostjo, ter večinoma biokompatibilne komponente. Slednje označuje pripravljene materiale kot primerne tako za okolje kakor za aplikacije pri celjenju ran.
Sekundarne ključne besede:	celuloza;kvarterne amonijeve spojine;antimikrobno delovanje;citotoksičnost;elektropredenje;doktorske disertacije;Univerzitetna in visokošolska dela;
Vrsta dela (COBISS):	Doktorsko delo/naloga
Komentar na gradivo:	Univ. v Mariboru, Fak. za strojništvo
Strani:	XVII, 169 str.
ID:	21845492