Date of Graduation
8-2016
Document Type
Dissertation
Degree Name
Doctor of Philosophy in Chemistry (PhD)
Degree Level
Graduate
Department
Chemistry & Biochemistry
Advisor/Mentor
Matt Mcintosh
Committee Member
Neil Allison
Second Committee Member
Suresh Thallapuranam
Third Committee Member
Wei Shi
Keywords
Pure sciences, Antascomicin B, Asymmetric synthesis, Natural products
Abstract
This dissertation describes studies in the asymmetric synthesis of the C21 – C34 fragment of the natural product, antascomicin B. Antascomicin B is structurally related to FK506, binds strongly to FKBP12, yet does not shown immunosuppressive activity. Small ligand FKBP12 binding complexes were shown to have potent neuroprotective and neuroregenerative properties in mouse models of Parkinson’s disease. The highlighted chemical reactions include an asymmetric transfer hydrogenation (ATH), Ireland-Claisen rearrangement (ICR), directed hydrogenation and allylic diazene rearrangement.
Citation
Walker, B. L. (2016). Studies in the Asymmetric Synthesis of the C21-C34 Fragment of the Natural Product, Antascomicin B. Graduate Theses and Dissertations Retrieved from https://scholarworks.uark.edu/etd/1717