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Light Activated Nitric Oxide Releasing Materials

Muizzi Casanas, Dayana Andreina

Abstract Details

2015, Master of Science (MS), Bowling Green State University, Chemistry.
The ability to control the location and dosage of biologically active molecules inside the human body can be critical to maximizing effective treatment of cardiovascular diseases like angina. The current standard of treatment relies on the metabolism of organonitrate drugs into nitric oxide (NO), which are not specific, and also show problems with densitization with long-term use. There is a need then to create a treatment method that gives targeted release of NO. Metal-nitrosyl (M-NO) complexes can be used for delivery of NO since the release of NO can be controlled with light. However, the NO-releasing drug must be activated with red light to ensure maximum penetration of light through tissue. However, the release of NO from M-NO complexes with red-light activation is a significant challenge since the energy required to break the metal-NO bond is usually larger than the energy provided by red light. The goal of this project was to create red- sensitive, NO-releasing materials based on Ru-salen-nitrosyl compounds. Our approach was to first modify Ru salen complexes to sensitize the photochemistry for release of NO after red light irradiation. Next, we pursued polymerization of the Ru-salen complexes. We report the synthesis and quantitative photochemical characterization of a series of ruthenium salen nitrosyl complexes. These complexes were modified by incorporating electron donating groups in the salen ligand structure at key locations to increase electron density on the Ru. Complexes with either an –OH or –OCH3 substituent showed an improvement in the quantum yield of release of NO upon blue light irradiation compared to the unmodified salen. These –OH and –OCH3 complexes were also sensitized for NO release after red light activation, however the red-sensitive complexes were unstable and showed ligand substitution on the order of minutes. The substituted complexes remained sensitive for NO release, but only after blue light irradiation. The Ru-nitrosyl complexes could be regenerated by treatment of the complex with solutions of nitrite. Treatment of the exhaustively irradiated solutions with excess NO2- led to generation of a Ru-NO complex that was sensitive to blue light. Preliminary work on creating metallopolymers of Ru-salen-NO is also discussed.
Alexis Ostrowski, PhD. (Advisor)
George Bullerjahn , PhD. (Committee Member)
Jeremy Klosterman , PhD. (Committee Member)
69 p.

Recommended Citations

Citations

  • Muizzi Casanas, D. A. (2015). Light Activated Nitric Oxide Releasing Materials [Master's thesis, Bowling Green State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1435581276

    APA Style (7th edition)

  • Muizzi Casanas, Dayana. Light Activated Nitric Oxide Releasing Materials. 2015. Bowling Green State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1435581276.

    MLA Style (8th edition)

  • Muizzi Casanas, Dayana. "Light Activated Nitric Oxide Releasing Materials." Master's thesis, Bowling Green State University, 2015. http://rave.ohiolink.edu/etdc/view?acc_num=bgsu1435581276

    Chicago Manual of Style (17th edition)