Synthesis of Polyionic Cyclodextrin Hosts and the Characterization of Their Inclusion Complexes with Steroids

Date
2022-06
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Abstract
The work presented in this thesis is concerned with modified polyionic cyclodextrins and their structural functionality with regards to forming host-guest inclusion complexes. Cyclodextrins are well-known to encapsulate a variety of hydrophobic molecules: however, only a few studies have been conducted to understand the impact of extending the cavity of well-defined cyclodextrins using alkyl side-chains with like charges on their termini. In Chapter 1:, the history and background information about cyclodextrin inclusion complexes was provided, along with a discussion of the precedence in literature and the theory surrounding the study of these supramolecular systems. Subsequently, Chapter 2: presented an outline of the synthetic schemes, and the work that was done, along with characterizations towards the polyionic cyclodextrin hosts that were then used for the analysis. Finally, in Chapter 3:, inclusion complexes between the synthesized polyionic hosts and a selection of steroid guest molecules were studied. NMR studies and ITC were used to gain a better understanding that the role the extension of the cavity played, as well as the impact of charges on the host molecule on the interaction with neutral and charged guest molecules. The guest molecules of choice were primarily steroid molecules, which are known to form complexes with cyclodextrin. Through these studies, binding constants, along with the thermodynamic parameters were obtained.
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Keywords
Organic chemistry, bioorganic chemistry, synthesis, physical chemistry, cyclodextrin, inclusion complex, drug delivery, steroid, NMR, Isothermal Titration Calorimetry (ITC)
Citation
Achebe, N. E. (2022). Synthesis of polyionic cyclodextrin hosts and the characterization of their inclusion complexes with steroids (Master's thesis, University of Calgary, Calgary, Canada). Retrieved from https://prism.ucalgary.ca.