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University of New Orleans Theses and Dissertations

Theses/Dissertations

2011

Bicyclic amino acid, 2-carboxy-6-­‐hydroxyl, octahydrindole (L-Choi), ring oxygenated carboxy octahydrinole (O-­‐Choi), aeruginosins, thrombin and peptidomimetics

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Synthesis Of Chiral Intermediates By Deritivization Of Monosaccharides, Sanjeeva Dodlapati Aug 2011

Synthesis Of Chiral Intermediates By Deritivization Of Monosaccharides, Sanjeeva Dodlapati

University of New Orleans Theses and Dissertations

Conformationally constrained bicyclic amino acids are invaluable in the synthesis of natural products and peptidomimetics. Aeruginosins contain novel bicyclic amino acid, 2--‐carboxy--‐6--‐hydroxyl octahydrindole (Choi) as the core structure. Aeruginosins are tetra peptide serine protease inhibitors isolated from marine sponges and cyanobacterial water blooms. Rigid bicyclic amino acid(Choi)is an essential core structure, which strongly influences biological activity of aeruginosin family members. Aeruginosins showed promising inhibitory activity against thrombin, trypsin, and factor VIIa. Thrombin and factor VIIa play a major role in blood clotting cascade; excessive coagulation leads to thrombosis and other cardiovascular diseases. Several research groups have reported a number of …