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Exploring the Properties of Host-[2]Rotaxanes: From Intracellular Delivery to Molecular Machinery
| Title: | Exploring the Properties of Host-[2]Rotaxanes: From Intracellular Delivery to Molecular Machinery |
| Author: | DIALLO, MAMADOU CHERIF |
| Description: | Rotaxanes are fascinating molecules that continue to attract the interest of many scientific investigators due to their potential applications in biology and molecular machinery. The first two chapters report our progress toward the synthesis of rotaxanes for cancer treatment. Cancer treatment poses a great challenge to the scientific community. To meet this challenge, scientists must construct drugs that can selectively destroy cancerous cells without harming normal ones. Researchers have made progress in this regard by exploiting structural and biochemical properties that differentiate cancer cells from normal cells, however many challenges are yet to be overcome. As a novel approach to achieving cell-selective chemotherapy, new cellular-transport rotaxanes containing cancer cell-surface recognition elements were synthesized. We envision the recognition elements guiding the potential drug delivery rotaxanes to cancer tissues where cytotoxic drugs are delivered into cancer cells, thus achieving selective chemotherapy. Thus, synthetic methodologies were developed for the new cellular transport agents. Fluorescence microscopy was used to determine the effect of the recognition elements on the efficiency of the new cellular transport rotaxanes, and kinetic studies were used to optimize the linkage between the recognition element and the rotaxane. Among the rotaxanes that were studied, varying the recognition element had no significant effect on the efficiency of the cellular transport rotaxane. In addition, some noteworthy observations were made during the synthesis of the new rotaxanes. The third and fourth chapters report our progress toward making rotaxanes that can be "switched" on or off by external means, such as pH, heat or host-guest interaction. In addition to the development of synthetic methodologies, the effect of heat and certain electronic substituents on the release of rotaxane-wheel was investigated using HPLC and mass spectrometry. |
| Permanent Link: |
http://rave.ohiolink.edu/etdc/view?acc_num=ucin1212173924
http://hdl.handle.net/2374.OX/106119 |
| Date: | 2008 |
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