Date of Award

Spring 2020

Document Type

Thesis

Department

Chemistry

First Reader

Dr. Joseph Bradshaw

Second Reader

Dr. Tim Hayes

Third Reader

Dr. Terry Carter

Abstract

Photodynamic cancer therapy (PDT) is a type of treatment involving the use of light in conjunction with a photosensitive agent- a chemical or series of chemicals designed for activation when exposed to light. This research project investigated the synthesis and identification of the novel photosensitive agent, H2TPP-Pro-OH. To create the water-soluble porphyrin, (S)-(+)-prolinol was reacted with the tetra-carboxyl porphyrin, H2TPPC, to form the final H2TPP-Pro-OH product. This compound was then purified using syringe filtration and column chromatography, and subsequently characterized using infrared (IR), nuclear magnetic resonance (NMR), and Ultraviolet-visible (UV-vis) spectroscopies, as well as High Performance Liquid Chromatography (HPLC). Finally, the utility of the material as a PDT agent was determined by examining the cytotoxicity of the H2TPP-Pro-OH product using an MTT assay on MDA-MB-231 triple negative breast cancer (TNBC) cells comparing dark and light exposure.

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