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Synthetic and Biophysical Studies on the Tridachiahydropyrone Family of Natural Products

Kimberley Jade Powell

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Springer International Publishing img Link Publisher

Naturwissenschaften, Medizin, Informatik, Technik / Organische Chemie

Beschreibung

This thesis addresses fundamental scientific questions such as:
How are complex natural products synthesized in vivo?
Can we replicate these conditions in a laboratory environment?
What is the biological function of such secondary metabolites?
What are the biological origins of chirality?
These issues are explored in an accessible manner using a multidisciplinary approach spanning chemistry, biology and physics to investigate an interesting family of complex natural products isolated from marine molluscs – the tridachiahydropyrones.

The work has achieved:
Elegant biomimetic syntheses of a number of the tridachiahydropyrone compounds in vitro using organic synthesis techniques
The characterization of the interactions between these compounds and a range of model membrane systems using a series of fluorescence spectroscopic studies
The investigation of the antioxidant and photoprotective properties of the compounds by means of biophysical assay techniques
The synthesis of tridachiahydropyrone utilizing the model membrane systems as biomimetic reaction media.

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Schlagwörter

Fluorescence spectroscopy, Membrane antioxidants, Lipid peroxidation, Biomimetic synthesis, Asymmetric electrocyclisation, Palladium catalysed cyanation, Cyanation of vinyl halides/cyanation of alkenyl halides, Biomimetic electrocyclisation, Marine natural products, Natural product synthesis