Synthesis, Spectroscopy, Electrochemical, and DNA Photocleavage Studies of Ru(II)-Polypyridyl-BODIPY Complexes

Date of Award

5-5-2024

Degree Name

M.S. in Chemistry

Department

Department of Chemistry

Advisor/Chair

Shawn Swavey

Abstract

Two BODIPY dyes with varying substituents have been synthesized and characterized. Coordination of [Ru(bpy)2Cl]+ complexes to different N-atoms, depending on the structure of the dye, resulting in a series of BODPIY-Ru(II) complexes, RuBDP-1 and Ru2BDP-2. The spectroscopic and electrochemical properties of the BODIPY dyes and their Ru(II) analogs have been characterized. The electronic spectra of these compounds reveal the intense absorption typical of the (π-π*) transition localized on the BODIPY core. Additional metal-centered charge transfer transitions associated with the [Ru(bpy)2Cl]+ moieties are observed at higher energy compared to the BODIPY transitions. RuBDP-1 exhibits significant singlet oxygen generation determined using a singlet oxygen trap in acetonitrile solutions. Ru2BDP-2 demonstrates the ability to generate singlet oxygen within the PDT window; however, it is limited in its quantum yield of singlet oxygen which translates to its limited ability to photocleave cpDNA.

Keywords

BODIPY Ruthenium Photodynamic Therapy Reactive Oxygen Species Cancer Treatment

Rights Statement

Copyright 2024, author

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