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Date Permissions Signed
Date of Award
Department or Program Affiliation
Master of Science (MS)
O'Neil, Gregory (Gregory W.)
Vyvyan, James R.
Antos, John M.
The archazolids are a family of natural products that display powerful growth inhibitory activity against a number of human cancer cell lines. This activity has been linked to inhibition of the vacuolar-type ATPase (V-ATPase) and more recently cyclooxygenase (COX) enzymes. Using the archazolid structure as a starting point, several simplified analogues have been prepared and assayed for their V-ATPase and COX inhibitory activity. These simplified analogues were prepared using a novel Suzuki coupling with yields over 80%. They were assayed to investigate both their V-ATPase and COX inhibitory activity. In our assays there was no COX inhibition, while there was measurable V-ATPase inhibition. The V-ATPase inhibition showed an important difference between the natural product triene (ZZE) and an isomer (ZEE triene) that were synthesized.
Archazolid, Organic Synthesis, Chemistry, V-ATPase, COX, Natural Product Synthesis, Complex Polyenes, Natural Product Derived Fragment
Western Washington University
Subject – LCSH
Adenosine triphosphatase--Synthesis--Inhibitors; Cyclooxygenases--Synthesis--Inhibitors; Antineoplastic agents
Copying of this thesis in whole or in part is allowable only for scholarly purposes. It is understood, however, that any copying or publication of this document for commercial purposes, or for financial gain, shall not be allowed without the author’s written permission.
Vincent, Cooper A., "Synthesis of an Archazolid Based Enzyme Inhibitor" (2019). WWU Graduate School Collection. 876.
Available for download on Wednesday, January 01, 2020