Term of Award

Spring 2025

Degree Name

Master of Science in Applied Physical Science (M.S.)

Document Type and Release Option

Thesis (open access)

Copyright Statement / License for Reuse

Digital Commons@Georgia Southern License

Department

Department of Chemistry and Biochemistry

Committee Chair

Dr. John DiCesare

Committee Member 1

Rebecca Kocerha

Committee Member 2

Abid Shaikh

Abstract

TU100 (14-methyl-5H-5,12-epiminobenzo[4,5]cyclohepta[1,2-b]naphthalene-6,11,13(12H)-trione) exhibits exceptional chemotherapeutic properties. It operates via a distinct mechanism that triggers cell death to create cytotoxic effects while concurrently inhibiting topoisomerase I and II. Its efficacy rivals that of well-known chemotherapeutic drugs like Daunorubicin. The distinctive characteristics of TU100 have led to initiatives aimed at creating structurally similar compounds to discover even more effective bioactive alternatives.

The analog synthesis incorporated quinoxaline or its derivatives (diphenyl quinoxaline, dipyridinyl quinoxaline, and dibenzophenazine-10,13-dione) that have been shown to have promising chemotherapeutic effects. Synthesizing the hetero naphthoquinones required a multi-step synthetic process, so quinoxaline/ derivatives intermediates are first prepared, then the intermediates are reacted with 4-hydroxy-N-methylisoquinolinum iodide to yield the TU100 analogs. The TU100 analogs were analyzed for their cytotoxic effect compared to that of TU100. All the analogs showed cytotoxic effects, with TU100 having a reduced cell viability compared to the analogs in BT5 cell line, while the analogs showed similar effects with TU100 in PC3 cell line, except for the Phenazine analog, which had greater cell viability compared to the others.

OCLC Number

1520504789

Research Data and Supplementary Material

No

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