<> "The repository administrator has not yet configured an RDF license."^^ . <> . . "Synthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids"^^ . "Peptide isosteres are important tools for the understanding of peptide function and for the development of drugs. (E)-Alkene peptide isosteres are particularly useful due to their close geometric match of the amide bond structure. We developed a method for the generation of a small library of (E)-alkene peptide isosteres on solid support via cuprate mediated SN2′ ring opening of allylic BUS-aziridines. We also studied the selectivity for the opening of these aziridines in the solution phase.Halenaquinone is a marine natural product that was first isolated in 1983 from the Pacific sponge Xestosongia exigua. We realized the synthesis of a thiophene-containing analog, thio-halenaquinone. The key steps include an alkynyl ketone-benzocylcobutane Diels-Alder reaction to construct the naphthalene subunit, a Heck cyclization to form the quaternary carbon, and a ring closing metathesis to install the final ring. This compound showed an IC90 ~5 µM against Pfnek-1 and an analog that had an IC90 ~3 µM. Based on these results we designed and synthesized a simplified analog that showed an IC90 ~4 µM. This compound was selected to move on to animal testing and the synthesis was optimized for the preparation of and 200 mg of the lead structure."^^ . "2008-11-05" . . . . . . . . "Bryan"^^ . "Wakefield"^^ . "Bryan Wakefield"^^ . . . . . . "Synthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids (PDF)"^^ . . . . . . "Wakefield_Bryan_PHD_7_2008.pdf"^^ . . . "Synthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids (Other)"^^ . . . . . . "lightbox.jpg"^^ . . . "Synthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids (Other)"^^ . . . . . . "preview.jpg"^^ . . . "Synthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids (Other)"^^ . . . . . . "medium.jpg"^^ . . . "Synthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids (Other)"^^ . . . . . . "small.jpg"^^ . . . "Synthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids (Other)"^^ . . . . . . "indexcodes.txt"^^ . . "HTML Summary of #8450 \n\nSynthetic Studies on (E)-Alkene Peptide Isosteres and Thiophene-containing Furanosteroids\n\n" . "text/html" . .