Precursor-Directed Identification of Natural Product Scaffolds

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dc.contributor.advisorMacMillan, Johnen
dc.creatorBrumley, David Andersonen
dc.creator.orcid0000-0001-5083-5717
dc.date.accessioned2019-06-03T19:57:19Z
dc.date.available2019-06-03T19:57:19Z
dc.date.created2017-05
dc.date.issued2017-04-17
dc.date.submittedMay 2017
dc.date.updated2019-06-03T19:57:20Z
dc.description.abstractThe rapid generation of natural product analogs is a fundamental challenge in both the optimization of medicinal potency and exploration of novel biological activity. Previous work with Streptomyces variabilis has demonstrated that natural products that incorporate non-enzymatic transformation can be exploited for the rapid generation of analogs. Herein we demonstrate a general methodology to use fluorinated or isotopically labeled substrates to identify natural product frameworks prone to non-enzymatic pathways. As proof of principle our precursor directed methodology was used in the study of discoipyrrole A formation, the guided isolation of a novel iminoquinone and the detection of a novel ammosamide analog via incorporation of a carbon-based nucleophile.en
dc.format.mimetypeapplication/pdfen
dc.identifier.oclc1103324459
dc.identifier.urihttps://hdl.handle.net/2152.5/6618
dc.language.isoenen
dc.subjectAmidesen
dc.subjectBiological Productsen
dc.subjectHeterocyclic Compounds, 3-Ringen
dc.subjectPyrrolidinonesen
dc.subjectQuinonesen
dc.subjectStreptomycesen
dc.titlePrecursor-Directed Identification of Natural Product Scaffoldsen
dc.typeThesisen
dc.type.materialtexten
thesis.degree.departmentGraduate School of Biomedical Sciencesen
thesis.degree.disciplineOrganic Chemistryen
thesis.degree.grantorUT Southwestern Medical Centeren
thesis.degree.levelMastersen
thesis.degree.nameM.S.en

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