Date of Award:

8-2024

Document Type:

Thesis

Degree Name:

Master of Science (MS)

Department:

Chemistry and Biochemistry

Committee Chair(s)

Lisa M. Berreau

Committee

Lisa M. Berreau

Committee

Alvan C. Hengge

Committee

Cheng-Wei T. Chang

Committee

Abby D. Benninghoff

Abstract

Although known for its toxicity, carbon monoxide (CO) has also been identified as producing beneficial health effects when present at low concentrations. CO is produced endogenously in humans during heme degradation. Biological effects induced by CO include antioxidant, anti-inflammatory, and vasodilation effects. Carbon monoxide does not single handedly produce these effects but induces the pathways to do so. An important current goal is to deliver CO in a controlled, localized way to gain insight into its biological roles. Inhaled gaseous therapy was first evaluated in clinical applications but lacked targetability to specific organelles. To pursue controlled delivery, metal-free and light triggered CO delivery molecules have been investigated. The Berreau lab has developed a π-extended flavonol scaffold that is particularly interesting as it exhibits well-controlled light-induced CO release and may be tracked via fluorescence in biological environments. These extended flavonols can also be derivatized for targeting or to introduce motifs that involve multiple triggers for precise CO delivery.

The primary objective for this thesis has been to explore the chemistry of π-extended flavonols to further enhance the trigger ability of controlled CO release. Specifically, these constructs can be structurally modified into dual-functioning flavonols with analyte and environment sensing capabilities prior to light-induced CO release. This occurs via the addition of a sensing group appendage to the flavonol. Functionalization of extended flavonols with sensing capabilities could be utilized in biological applications to enhance the anti-inflammatory effects and bioavailability of the molecule.

Checksum

7d24b03b2d76edab917b5a7ebfe93590

Available for download on Wednesday, August 01, 2029

Included in

Chemistry Commons

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