Precursor-directed biosynthesis and mutasynthesis are two methods which utilize nature’s machinery to produce complex natural product analogues. The berbine-producing Berberis Stenophyllia and galanthamine-producing daffodils are chosen as model organisms to evaluate these novel techniques in plants. The synthetic targets chosen as primary precursor analogues to produce fluorinated berberine and galanthamine analogues are 5-fluorodopmaine, 2-fluorodopamine, 3-fluorotyrmaine, and 5-fluoroprotocatechualdehyde. 5-Fluorodopamine is synthesized in 43% yield from 3-fluoroanisole and the crystal structure is reported. Progress towards the synthesis of the three other pre-cursor analogues is reported as well as developing procedures to use Berberis Stenophyllia and daffodils to produce fluorinated berberine and galanthamine analogues.
","abstract_html":"<p> Precursor-directed biosynthesis and mutasynthesis are two methods which utilize nature’s machinery to produce complex natural product analogues. The berbine-producing <em>Berberis Stenophyllia</em> and galanthamine-producing daffodils are chosen as model organisms to evaluate these novel techniques in plants. The synthetic targets chosen as primary precursor analogues to produce fluorinated berberine and galanthamine analogues are 5-fluorodopmaine, 2-fluorodopamine, 3-fluorotyrmaine, and 5-fluoroprotocatechualdehyde. 5-Fluorodopamine is synthesized in 43% yield from 3-fluoroanisole and the crystal structure is reported. Progress towards the synthesis of the three other pre-cursor analogues is reported as well as developing procedures to use <em>Berberis Stenophyllia</em> and daffodils to produce fluorinated berberine and galanthamine analogues.</p>","abstract_has_math":false,"creators":["Speltz, Tom E"],"institution":null,"degree_name":null,"degree_level":"Thesis","degree_discipline":"Chemistry","degree_department":null,"school":null,"contributors":[],"advisors":[],"committee_chairs":[],"committee_members":[],"year":2011,"date_issued":"2011-06-01T07:00:00Z","date_published":"2011-06-01T07:00:00Z","updated_at":"2026-07-24T02:03:45Z","subjects":["precurser-directed biosynthesis","berberine","galanthamine","mutasynthesis","natural product analogues"],"languages":[],"rights":[],"rights_urls":[],"identifier_entries":[]},"links":{"outbound_url":"https://via.library.depaul.edu/etd/91","outbound_label":"Repository record","outbound_source":"dc:identifier"},"metadata_groups":[{"id":"people","label":"People","entries":[{"key":"dc:creator","label":"Author","values":["Speltz, Tom E"]}]},{"id":"academic_context","label":"Academic Context","entries":[{"key":"dc:date.available","label":"Dc Date Available","values":["2011-07-26T07:00:00Z"]},{"key":"thesis:degree_discipline","label":"Discipline","values":["Chemistry"]},{"key":"thesis:degree_level","label":"Degree Level","values":["Thesis"]}]},{"id":"subjects_keywords","label":"Subjects and Keywords","entries":[{"key":"dc:subject","label":"Dc Subject","values":["precurser-directed biosynthesis","berberine","galanthamine","mutasynthesis","natural product analogues"]}]},{"id":"identifiers","label":"Identifiers","entries":[{"key":"dc:identifier","label":"Identifier","values":["https://via.library.depaul.edu/etd/91"]}]},{"id":"additional","label":"Additional Metadata","entries":[{"key":"dc:description.abstract","label":"Abstract","values":["Precursor-directed biosynthesis and mutasynthesis are two methods which utilize nature’s machinery to produce complex natural product analogues. The berbine-producing Berberis Stenophyllia and galanthamine-producing daffodils are chosen as model organisms to evaluate these novel techniques in plants. The synthetic targets chosen as primary precursor analogues to produce fluorinated berberine and galanthamine analogues are 5-fluorodopmaine, 2-fluorodopamine, 3-fluorotyrmaine, and 5-fluoroprotocatechualdehyde. 5-Fluorodopamine is synthesized in 43% yield from 3-fluoroanisole and the crystal structure is reported. Progress towards the synthesis of the three other pre-cursor analogues is reported as well as developing procedures to use Berberis Stenophyllia and daffodils to produce fluorinated berberine and galanthamine analogues.
"]},{"key":"dc:title","label":"Title","values":["Precursor-directed biosynthesis of non-natural berberine and galanthamine analogues"]}]}],"canonical_facts":{"dc:creator":["Speltz, Tom E"],"dc:date.available":["2011-07-26T07:00:00Z"],"dc:description.abstract":["Precursor-directed biosynthesis and mutasynthesis are two methods which utilize nature’s machinery to produce complex natural product analogues. The berbine-producing Berberis Stenophyllia and galanthamine-producing daffodils are chosen as model organisms to evaluate these novel techniques in plants. The synthetic targets chosen as primary precursor analogues to produce fluorinated berberine and galanthamine analogues are 5-fluorodopmaine, 2-fluorodopamine, 3-fluorotyrmaine, and 5-fluoroprotocatechualdehyde. 5-Fluorodopamine is synthesized in 43% yield from 3-fluoroanisole and the crystal structure is reported. Progress towards the synthesis of the three other pre-cursor analogues is reported as well as developing procedures to use Berberis Stenophyllia and daffodils to produce fluorinated berberine and galanthamine analogues.
"],"dc:identifier":["https://via.library.depaul.edu/etd/91"],"dc:subject":["precurser-directed biosynthesis","berberine","galanthamine","mutasynthesis","natural product analogues"],"dc:title":["Precursor-directed biosynthesis of non-natural berberine and galanthamine analogues"],"thesis:degree_discipline":["Chemistry"],"thesis:degree_level":["Thesis"]},"updated_at":"2026-07-24T02:03:45Z"}