{"id":{"repo_id":"uno","oai_identifier":"oai:scholarworks.uno.edu:td-1249"},"canonical_url":"https://search.dev.ndltd.org/etd/uno/oai:scholarworks.uno.edu:td-1249","repository":{"repo_id":"uno","name":"University of New Orleans","base_url":"https://scholarworks.uno.edu/do/oai/"},"display":{"title":"Synthesis of chiral intermediates by deritivization of monosaccharides","abstract":"

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 synthetic aeruginosin analogs.

In this thesis, some of the synthetic methodologies of bicyclic amino acid core of aeruginosins are presented. Importance of bicyclic amino acids in peptidomimetic synthesis and drug designing is presented. Mainly, syntheses of ring oxygenated Choi analogs starting from glucose and mannose are presented.

","abstract_html":"<p> <p>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 synthetic aeruginosin analogs.</p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> 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</p> </p> </p> </p> <p> <p> <p> <p> </p> </p> </p> </p> <p> <p> <p> </p> </p> </p> <p> <p> </p> </p> <p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> </p> <p> <p> <p> <p> <p> </p> </p> </p> </p> </p> <p> <p> <p> <p> </p> </p> </p> </p> <p> <p> <p> </p> </p> </p> <p> <p> </p> </p> <p> </p> </p> <p>In this thesis, some of the synthetic methodologies of bicyclic amino acid core of aeruginosins are presented. Importance of bicyclic amino acids in peptidomimetic synthesis and drug designing is presented. Mainly, syntheses of ring oxygenated Choi analogs starting from glucose and mannose are presented. </p>","abstract_has_math":false,"creators":["Dodlapati, Sanjeeva"],"institution":null,"degree_name":"M.S.","degree_level":"Thesis-Restricted","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":["Wang, Guijun","Trudell, Mark L.","Jursic, Branko S."],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2011,"date_issued":"2011-08-04T07:00:00Z","date_published":"2011-08-04T07:00:00Z","updated_at":"2026-07-24T05:28:10Z","subjects":["Bicyclic amino acid, 2-carboxy-6-­‐hydroxyl, octahydrindole (L-Choi), ring oxygenated carboxy octahydrinole (O-­‐Choi), aeruginosins, thrombin and peptidomimetics","Chemistry"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://scholarworks.uno.edu/td/457","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:contributor","label":"Contributor","values":["Wang, Guijun","Trudell, Mark L.","Jursic, Branko S."]},{"key":"dc:creator","label":"Author","values":["Dodlapati, Sanjeeva"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Thesis-Restricted"]},{"key":"thesis:degree_name","label":"Degree Name","values":["M.S."]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["Bicyclic amino acid, 2-carboxy-6-­‐hydroxyl, octahydrindole (L-Choi), ring oxygenated carboxy octahydrinole (O-­‐Choi), aeruginosins, thrombin and peptidomimetics","Chemistry"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://scholarworks.uno.edu/td/457"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["

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 synthetic aeruginosin analogs.

In this thesis, some of the synthetic methodologies of bicyclic amino acid core of aeruginosins are presented. Importance of bicyclic amino acids in peptidomimetic synthesis and drug designing is presented. Mainly, syntheses of ring oxygenated Choi analogs starting from glucose and mannose are presented.

"]},{"key":"dc:title","label":"Title","values":["Synthesis of chiral intermediates by deritivization of monosaccharides"]}]}],"canonical_facts":{"dc:contributor":["Wang, Guijun","Trudell, Mark L.","Jursic, Branko S."],"dc:creator":["Dodlapati, Sanjeeva"],"dc:description.abstract":["

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 synthetic aeruginosin analogs.

In this thesis, some of the synthetic methodologies of bicyclic amino acid core of aeruginosins are presented. Importance of bicyclic amino acids in peptidomimetic synthesis and drug designing is presented. Mainly, syntheses of ring oxygenated Choi analogs starting from glucose and mannose are presented.

"],"dc:identifier":["https://scholarworks.uno.edu/td/457"],"dc:subject":["Bicyclic amino acid, 2-carboxy-6-­‐hydroxyl, octahydrindole (L-Choi), ring oxygenated carboxy octahydrinole (O-­‐Choi), aeruginosins, thrombin and peptidomimetics","Chemistry"],"dc:title":["Synthesis of chiral intermediates by deritivization of monosaccharides"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Thesis-Restricted"],"thesis:degree_name":["M.S."]},"updated_at":"2026-07-24T05:28:10Z"}