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SYNTHESIS AND BIOLOGICAL EVALUATION OF IMIDAZOLIUM SALTS AS ANTI-CANCER AGENTS

Southerland, Marie R
http://rave.ohiolink.edu/etdc/view?acc_num=akron1524075623735265

Abstract Details

2018, Doctor of Philosophy, University of Akron, Chemistry.
Imidazolium salts are a group of compounds that have received attention in literature for their ability to inhibit the growth of cancer cells. However, there is a limited amount of information known about how imidazolium salts actually go about killing cancer cells. As more knowledge is gained in this area, more effective imidazolium salt derivatives can be made. Chapter I provides a literature review of N-heterocyclic carbene complexes and the importance of their precursor ligand imidazolium salts in regard to anti-cancer and antimicrobial activity. Contained in Chapter II is a study of lead imidazolium salt compounds and looks at the mode of cell death induced in cancer cells. The Annexin V assay has been utilized to distinguish between the process of apoptosis and necrosis that is caused by the lead imidazolium salts. Results show that the majority of imidazolium salts promote an apoptotic mode of cell death, although this is dependent upon substituents on the imidazole core. Apoptosis was further confirmed using the JC-1 assay to evaluate depolarization of the mitochondrial membrane potential. Furthermore, DNA has been excluded as the potential cellular target of imidazolium salts after studies of potential interactions with calf thymus DNA. Finally, the use of excipients such as 2-hydroxypropyl-β-cyclodextrin to solubilize lipophilic compounds is explored. Chapter III presents the in vivo toxicity evaluation of select imidazolium salts. Results show that two of the tested compounds were received well. Weight recovery was apparent and animals were able to receive multiple injections at 20 mg/kg. The other compounds tested had varying degrees of success, with most animals dying before the study could be completed. Chapter IV provides preliminary data of a new class of imidazolium salts that contain triphenyphosphonium groups. Newly synthesized compounds were determined to have anti-cancer potential. Chapter V describes the in vitro evaluation of a fluorescent imidazolium salt. Not only does this imidazolium salt have potent anti-cancer activity, but it also can be visualized in cells using fluorescence microscopy. Finally, Chapter VI provides concluding remarks and the future outlook of imidazolium salts as anti-cancer agents.
Wiley Youngs (Advisor)
Claire Tessier (Committee Member)
Sailaja Paruchuri (Committee Member)
Leah Shriver (Committee Member)
Chrys Wesdemiotis (Committee Member)
250 p.
Biochemistry; Chemistry
imidazolium salts; anti-cancer; anti-tumor; lung cancer

Recommended Citations

Citations

  • Southerland, M. R. (2018). SYNTHESIS AND BIOLOGICAL EVALUATION OF IMIDAZOLIUM SALTS AS ANTI-CANCER AGENTS [Doctoral dissertation, University of Akron]. OhioLINK Electronic Theses and Dissertations Center. http://rave.ohiolink.edu/etdc/view?acc_num=akron1524075623735265

    APA Style (7th edition)

  • Southerland, Marie. SYNTHESIS AND BIOLOGICAL EVALUATION OF IMIDAZOLIUM SALTS AS ANTI-CANCER AGENTS. 2018. University of Akron, Doctoral dissertation. OhioLINK Electronic Theses and Dissertations Center, http://rave.ohiolink.edu/etdc/view?acc_num=akron1524075623735265.

    MLA Style (8th edition)

  • Southerland, Marie. "SYNTHESIS AND BIOLOGICAL EVALUATION OF IMIDAZOLIUM SALTS AS ANTI-CANCER AGENTS." Doctoral dissertation, University of Akron, 2018. http://rave.ohiolink.edu/etdc/view?acc_num=akron1524075623735265

    Chicago Manual of Style (17th edition)

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