School of Pharmacy
medicinal chemistry, organic chemistry, cyanobacteria, synthesis, CNS, malaria, analytical chemistry
This thesis describes the isolation, structure elucidation, and synthesis of natural products from marine cyanobacteria. A crude extract from a cyanobacterium collected in Curacao showed selective affinity for the dopamine D5 receptor in a screen against a panel of CNS receptors. Due to the high similarity of the D5 and D1 receptor, to date there are no known ligands that differentiate them. Attempts to purify the compound responsible for this affinity led to the isolation of the known compound caylobolide A. A second extract from a cyanobacterium collected in Panama underwent bioassay-guided fractionation and yielded the novel compound naranjamide, which showed activity against P. falciparum the protozoa responsible for malaria. Syntheses of naranjamide and its nonmethylated analog were attempted in order to verify the proposed structure and stereochemistry, as well as determine its mechanism of action.
Solomon, K. (2020). Isolation, Structure Elucidation, and Synthesis of Natural Products from Marine Cyanobacteria (Master's thesis, Duquesne University). Retrieved from https://dsc.duq.edu/etd/1918