Sollazzo, Silvio (2015). Entwicklung und Untersuchung von Kohlenstoffmonoxid-freisetzenden Materialien für medizinische Anwendungen. PhD thesis, Universität zu Köln.


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The incorporation of metal carbonyl complexes in biocompatible materials, such as cyclodextrins (CDs, copolymers and magnetite nanoparticles (MNPs, result in the possibility to create novel CO delivery systems. These increase the bioavailability of the active ingredient (CO) and simultaneously act as a transport system for it. Three different CO-releasing systems, which are able to release CO by enzymatic triggering, are realized in this work. The enzymatically triggered CO-releasing molecules (ET-CORMs) are used as model drugs for the synthesis of these materials. The combination with different biocompatible materials allows the formation of CD/ET-CORM complexes, ET-CORM-bearing copolymers as well as ET-CORM-bearing MNPs. Among the CDs only methylated CDs are found to be suitable hosts for the complexation of ET-CORMs. 1D and 2D NMR experiments are used to determine the stoichiometry, the stability constant, and the Gibbs free energy of the complexes. In addition, these investigations show that the CD/ET-CORM complexes, in contrast to ET-CORMs, are water soluble. β-CD-functional copolymers are synthetized in order to serve as multifunctional hosts for β-CD-functional copolymer/ET-CORM complexes. Due to the synthetic route, developed in this study, a higher degree of functionalization of copolymers with the β-CD is obtained, as specified in the literature. However, the experiments of the complex formation show that the formation of complexes of ET- CORMs and β-CD-functional copolymer is not possible. The ET-CORM-bearing copolymers are synthesized by controlled radical polymerization (ATRP) followed by copper catalyzed azido alkyne cycloaddition (CuAAC). The ET-CORM-bearing copolymers are mainly composed of oligo(ethylene glycol) methacrylate, as they are water soluble and biocompatible. Binding of the ET-CORMs to copolymers significantly increases the bioavailability. MNPs are obtained by thermal decomposition of iron acetylacetonate in triethylene glycol. They are functionalized with an ET-CORM-bearing copolymer shell. So MNPs with an ET-CORM-bearing copolymer shell are produced. These form stable dispersions in water and exhibit superparamagnetic behavior. The CO-release, of ET-CORM-bearing materials produced in this study, is quantified using headspace gas chromatography. Furthermore, bioassays show that the ET-CORM-bearing materials exhibit promising potential for medical application.

Item Type: Thesis (PhD thesis)
CreatorsEmailORCIDORCID Put Code
URN: urn:nbn:de:hbz:38-66689
Date: 31 August 2015
Language: German
Faculty: Faculty of Mathematics and Natural Sciences
Divisions: Faculty of Mathematics and Natural Sciences > Department of Chemistry > Institute of Physical Chemistry
Subjects: Chemistry and allied sciences
Uncontrolled Keywords:
Kohlenstoffmonoxid-freisetzenden MaterialienGerman
Date of oral exam: 2 November 2015
NameAcademic Title
Schmidt, Annette, MonikaProf. Dr.
Schmalz, Hans-GüntherProf. Dr.
Refereed: Yes


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