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New Ruthenium(II) Polypyridyl Compounds with Quinoline Type Ligands for the Treatment of Cutaneous Leishmaniasis

Evans, Alba Pilar
http://orcid.org/0000-0002-7610-7512
http://rave.ohiolink.edu/etdc/view?acc_num=osu1511881725973833

Abstract Details

2017, Master of Science, Ohio State University, Chemistry.
Cutaneous leishmaniasis (CL) is the most common form of the neglected tropical disease leishmaniasis, causing skin lesions and ulcers on exposed parts of the body often leaving life-long scars and serious disability. This disease is caused by protozoan Leishmania parasites that are transmitted via the bite of infected female phlebotomine sandflies, a species native to tropical regions. With 0.7-1.3 million new annual cases worldwide researchers are investigating new ways of combatting the illness before it progresses to its lethal forms. Photochemical therapy (PCT), more generally known as photodynamic therapy (PDT), has recently become an attractive mode of treatment in various medical fields due to the affordability and efficiency of new light sources and its low invasiveness. Ru(II)-polypyridyl complexes possess a unique combination of chemical stability in solution, strong absorption throughout the UV-vis light regions, and long excited state lifetimes, making them important contributors to this field. Ruthenium complexes containing monodentate N-heterocyclic aromatic ligand and a distortion of the pseudo-octahedral geometry have been shown to undergo ligand dissociation upon irradiation via the population of the metal-centered ligand field (3LF) state from the excited triplet metal-to-ligand charge transfer (3MLCT) state. This presents a mode of photoinduced target drug delivery that can be used to kill the parasites inside the CL infected cells. The following new complexes were synthesized and characterized using ESI-MS and NMR spectroscopy, [Ru(tpy)(bpy)(Q)][PF6]2 and [Ru(tpy)(bpy)(CQ)][PF6]2 (tpy = 2,2':6',2''-terpyridine; bpy = 2,2’-bipyridine; Q = quinoline, and CQ = chloroquinoline, chloroquine). The photochemical properties of ligand dissociation for each of these compounds were investigated and compared; additionally, their photoproducts were identified using NMR photolysis. The complexes possess low quantum yields of ligand exchange, but more importantly these complexes were proven not be dark stable in water, rendering them impractical for PCT. The ability to create a compound capable of efficiently undergoing ligand dissociation when irradiated with low energy light, while it remains stable in the dark would, present a less invasive, controlled method to treat CL with the added potential of eradicating the side effects associated with typical oral treatments. If successful, these techniques can be used in other applications including serving as a noninvasive alternate to current cancer treatments.
Claudia Turro (Advisor)
James Cowan (Committee Member)
83 p.
Chemistry; Inorganic Chemistry
Ruthenium; Chloroquin; Leishmaniasis; Chloroquinoline; Photolysis; Photochemistry; Inorganic Photochemistry; Chemistry

Recommended Citations

Citations

  • Evans, A. P. (2017). New Ruthenium(II) Polypyridyl Compounds with Quinoline Type Ligands for the Treatment of Cutaneous Leishmaniasis [Master's thesis, Ohio State University]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=osu1511881725973833

    APA Style (7th edition)

  • Evans, Alba. New Ruthenium(II) Polypyridyl Compounds with Quinoline Type Ligands for the Treatment of Cutaneous Leishmaniasis. 2017. Ohio State University, Master's thesis. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=osu1511881725973833.

    MLA Style (8th edition)

  • Evans, Alba. "New Ruthenium(II) Polypyridyl Compounds with Quinoline Type Ligands for the Treatment of Cutaneous Leishmaniasis." Master's thesis, Ohio State University, 2017. http://rave.ohiolink.edu/etdc/view?acc_num=osu1511881725973833

    Chicago Manual of Style (17th edition)

osu1511881725973833
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This open access ETD is published by The Ohio State University and OhioLINK.