{"id":{"repo_id":"montana-tech","oai_identifier":"oai:scholarworks.umt.edu:etd-1323"},"canonical_url":"https://search.dev.ndltd.org/etd/montana-tech/oai:scholarworks.umt.edu:etd-1323","repository":{"repo_id":"montana-tech","name":"Montana Technology","base_url":"https://scholarworks.umt.edu/do/oai/"},"display":{"title":"DESIGN, SYNTHESIS AND CHARACTERIZATION OF ISOXAZOLE CONTAINING GLUTAMATE ANALOGS","abstract":"Ligands targeting the glutamate binding proteins, both the glutamate receptors and transporters hold a great potential as medicinal agents for a wide variety of neurological disorders. In an attempt to synthesize these ligands, a number of synthetic routes have been explored. Many important intermediates have been synthesized and reaction conditions optimized. Isoxazole containing glutamate analogs have played a very important role in delineating the selectivity among glutamate binding proteins in the central nervous system (CNS). The binding studies on some of the previously synthesized isoxazole analogs indicate that there exists a distinct structure activity relationship (SAR) distinguishing the glutamate receptors and transporters which relates to the size and distance of the lipophilic group in the C-5 position from the functionalized isoxazole. This important observation has led us to examine the synthetic routes for C-3 carboxy analogs of ibotenate, homo-ibotenate, and homo-AMPA. The central aim of the project focuses on the synthesis of these C-3 carboxy analogs starting from the key intermediate ethyl-4-acetyl-5-methylisoxazole-3-carboxylate (3). Once synthesized, these analogs could be very useful in delineating the selectivity among glutamate binding proteins and can provide a wealth of information regarding their mechanism of action.","abstract_html":"Ligands targeting the glutamate binding proteins, both the glutamate receptors and transporters hold a great potential as medicinal agents for a wide variety of neurological disorders. In an attempt to synthesize these ligands, a number of synthetic routes have been explored. Many important intermediates have been synthesized and reaction conditions optimized. Isoxazole containing glutamate analogs have played a very important role in delineating the selectivity among glutamate binding proteins in the central nervous system (CNS). The binding studies on some of the previously synthesized isoxazole analogs indicate that there exists a distinct structure activity relationship (SAR) distinguishing the glutamate receptors and transporters which relates to the size and distance of the lipophilic group in the C-5 position from the functionalized isoxazole. This important observation has led us to examine the synthetic routes for C-3 carboxy analogs of ibotenate, homo-ibotenate, and homo-AMPA. The central aim of the project focuses on the synthesis of these C-3 carboxy analogs starting from the key intermediate ethyl-4-acetyl-5-methylisoxazole-3-carboxylate (3). Once synthesized, these analogs could be very useful in delineating the selectivity among glutamate binding proteins and can provide a wealth of information regarding their mechanism of action.","abstract_has_math":false,"creators":["SHARMA, SHIKHA"],"institution":"University of Montana","degree_name":"Master of Science (MS)","degree_level":null,"degree_discipline":null,"degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2010,"date_issued":"2010-01-01T08:00:00Z","date_published":"2010-01-01T08:00:00Z","updated_at":"2026-07-24T03:12:58Z","subjects":["L-Glutamate","Metabotropic Glutamate Receptor","Ionotropic Glutamate Receptor","Isoxazoles"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://scholarworks.umt.edu/etd/304","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["SHARMA, SHIKHA"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:publisher","label":"Institution","values":["University of Montana"]},{"key":"dc:type","label":"Dc Type","values":["Thesis - Campus Access Only"]},{"key":"thesis:degree_name","label":"Degree Name","values":["Master of Science (MS)"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["L-Glutamate","Metabotropic Glutamate Receptor","Ionotropic Glutamate Receptor","Isoxazoles"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://scholarworks.umt.edu/etd/304"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["Ligands targeting the glutamate binding proteins, both the glutamate receptors and transporters hold a great potential as medicinal agents for a wide variety of neurological disorders. In an attempt to synthesize these ligands, a number of synthetic routes have been explored. Many important intermediates have been synthesized and reaction conditions optimized. Isoxazole containing glutamate analogs have played a very important role in delineating the selectivity among glutamate binding proteins in the central nervous system (CNS). The binding studies on some of the previously synthesized isoxazole analogs indicate that there exists a distinct structure activity relationship (SAR) distinguishing the glutamate receptors and transporters which relates to the size and distance of the lipophilic group in the C-5 position from the functionalized isoxazole. This important observation has led us to examine the synthetic routes for C-3 carboxy analogs of ibotenate, homo-ibotenate, and homo-AMPA. The central aim of the project focuses on the synthesis of these C-3 carboxy analogs starting from the key intermediate ethyl-4-acetyl-5-methylisoxazole-3-carboxylate (3). Once synthesized, these analogs could be very useful in delineating the selectivity among glutamate binding proteins and can provide a wealth of information regarding their mechanism of action."]},{"key":"dc:title","label":"Title","values":["DESIGN, SYNTHESIS AND CHARACTERIZATION OF ISOXAZOLE CONTAINING GLUTAMATE ANALOGS"]}]}],"canonical_facts":{"dc:creator":["SHARMA, SHIKHA"],"dc:description.abstract":["Ligands targeting the glutamate binding proteins, both the glutamate receptors and transporters hold a great potential as medicinal agents for a wide variety of neurological disorders. In an attempt to synthesize these ligands, a number of synthetic routes have been explored. Many important intermediates have been synthesized and reaction conditions optimized. Isoxazole containing glutamate analogs have played a very important role in delineating the selectivity among glutamate binding proteins in the central nervous system (CNS). The binding studies on some of the previously synthesized isoxazole analogs indicate that there exists a distinct structure activity relationship (SAR) distinguishing the glutamate receptors and transporters which relates to the size and distance of the lipophilic group in the C-5 position from the functionalized isoxazole. This important observation has led us to examine the synthetic routes for C-3 carboxy analogs of ibotenate, homo-ibotenate, and homo-AMPA. The central aim of the project focuses on the synthesis of these C-3 carboxy analogs starting from the key intermediate ethyl-4-acetyl-5-methylisoxazole-3-carboxylate (3). Once synthesized, these analogs could be very useful in delineating the selectivity among glutamate binding proteins and can provide a wealth of information regarding their mechanism of action."],"dc:identifier":["https://scholarworks.umt.edu/etd/304"],"dc:publisher":["University of Montana"],"dc:subject":["L-Glutamate","Metabotropic Glutamate Receptor","Ionotropic Glutamate Receptor","Isoxazoles"],"dc:title":["DESIGN, SYNTHESIS AND CHARACTERIZATION OF ISOXAZOLE CONTAINING GLUTAMATE ANALOGS"],"dc:type":["Thesis - Campus Access Only"],"thesis:degree_name":["Master of Science (MS)"]},"updated_at":"2026-07-24T03:12:58Z"}