Presentation Title

Nuclear Magnetic Resonance Spectroscopy Study of the Binding Interaction between b-Cyclodextrin and Thiabendazole: A Supramolecular Inclusion Complex

Format of Presentation

Poster to be presented the Friday of the conference

Abstract

Cyclodextrins (CyD’s) are toroidal-shaped macrocyclic polymers with a hydrophobic cavity that can form complexes with other molecules in a host-guest type relationship. The use of CyD’s with guest molecules such as benzimidazoles could have strong applications in drug transportation, and consequently play an important role in the medical field. Thiabendazole (TBZ), one such benzimidazole derivative, is a fungicide with a broad spectrum of applications. It has been shown to be an effective antifungal against both pathogenic and saprophytic fungi. Thiabendazole must first be absorbed and circulated, and as such, it is typically dissolved in water prior to application. However, it has a low solubility in water, which limits its fungicide activity. The ability of cyclodextrins to encapsulate thiabendazole represent a solution to this problem, as the binding will lead to a higher solubility. Hence beta-cyclodextrin could potentially be used as a molecular vehicle, to transport thiabendazole more efficiently.

In order to study the strength of the interaction between beta-cyclodextrin and thisbendazole, NMR chemical shift titrations have been carried out. NMR is a powerful technique that can be used to measure the apparent binding constant (Ka). Ka has been determined in this project for the inclusion complex b-cyclodextrin (b-CyD)/TBZ with the Rose-Drago Method in organic solvent.

Department

Chemistry

Faculty Advisor

Dipesh Prema

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Nuclear Magnetic Resonance Spectroscopy Study of the Binding Interaction between b-Cyclodextrin and Thiabendazole: A Supramolecular Inclusion Complex

Cyclodextrins (CyD’s) are toroidal-shaped macrocyclic polymers with a hydrophobic cavity that can form complexes with other molecules in a host-guest type relationship. The use of CyD’s with guest molecules such as benzimidazoles could have strong applications in drug transportation, and consequently play an important role in the medical field. Thiabendazole (TBZ), one such benzimidazole derivative, is a fungicide with a broad spectrum of applications. It has been shown to be an effective antifungal against both pathogenic and saprophytic fungi. Thiabendazole must first be absorbed and circulated, and as such, it is typically dissolved in water prior to application. However, it has a low solubility in water, which limits its fungicide activity. The ability of cyclodextrins to encapsulate thiabendazole represent a solution to this problem, as the binding will lead to a higher solubility. Hence beta-cyclodextrin could potentially be used as a molecular vehicle, to transport thiabendazole more efficiently.

In order to study the strength of the interaction between beta-cyclodextrin and thisbendazole, NMR chemical shift titrations have been carried out. NMR is a powerful technique that can be used to measure the apparent binding constant (Ka). Ka has been determined in this project for the inclusion complex b-cyclodextrin (b-CyD)/TBZ with the Rose-Drago Method in organic solvent.