Date of Award

2018

Document Type

Thesis

Department

Chemistry

First Advisor

Dr. Joseph Bradshaw

Second Advisor

Dr. Tim Knight

Third Advisor

Dr. Barbara Pemberton

Abstract

Photodynamic therapy (PDT) is a treatment that uses special drugs called photosensitizing agents along with light to kill cancer cells. The specialized drugs only work after they have been activated or "turned on" by light. Photodynamic therapy may also be called photoradiation therapy, phototherapy, or photochemotherapy. In this research, I focused on the addition of four separate hydroxyl-amines to the unsubstituted porphyrin core, H2TPPC. The hydroxyl-amines attached to the porphyrin core were 5- amino-1-pentanol, 2-amino-2-ethyl-1, 3-propanediol, 3-amino-propanediol, and 5-aminovaleric acid. The novel water soluble PDT agents, H2TPP-A50H, H2TPP-2ET, H2TPP-3NH, and H2TPP-5AV, which were synthesized and purified, was structurally characterized by infrared spectroscopy (IR), nuclear magnetic resonance spectroscopy (NMR), and UV-vis spectroscopy. The purity of the compounds were confirmed through analyzing using high performance liquid chromatography (HPLC). Finally, the cytotoxicity of the novel PDT porphyrins were determined in the presence and absence of light using MTT assay on MDA-MB-231 triple negative breast cancer cells and Ewing's Sarcoma cells.

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