Steps toward structure-assisted drug design Public Deposited

http://ir.library.oregonstate.edu/concern/graduate_thesis_or_dissertations/mc87pt53m

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  • The three dimensional structure of both a ligand and its cognate receptor are required for the success of structure-assisted drug design. This thesis reports the crystal structure of hectochlorin, a small, bioactive molecule, and the steps toward determining the crystal structure of an RNA molecule that is an attractive target for drug design. The absolute structure of hectochlorin, a cytotoxic, secondary metabolite isolated from Lyngbya majuscula, is reported herein. Specifically, the absolute configuration of hectochlorin, as determined by x-ray crystallography, is reported as 6S, 7S, 10S, 31S. Marine natural products are interesting as a source of novel chemical compounds that are potentially valuable as therapeutic agents, or have industrial applications. The absolute structure provides a model that serves as a starting point for rational drug design synthesis. In a second study, results are reported from attempts to crystallize a biologically important RNA structure, the trans-acting response element, (TAR), for the determination of its structure by x-ray diffraction, and ultimately, providing an initial model for structure-assisted drug design targeted against HIV. Crystals, of biologically relevant TAR sequences, greater that 0.1 x 0.1 x 0.1 mm³ in size, both in the presence and absence of a cognate ligand analogue, have been obtained. These crystals have been shown to be of poor diffraction quality, but the initial crystallization conditions provide a starting point for optimization that may yield higher quality crystals.
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