Isolation, Structure Elucidation, and Synthesis of Natural Products from Marine Cyanobacteria

<p>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 <em>P. falciparum</em> 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.</p>

Name thesis:degree_name

MS

Level thesis:degree_level

Immediate Access

Discipline thesis:degree_discipline

Medicinal Chemistry

Year dc:date.available

2020

Author dc:creator

• Solomon, Keren

Contributors dc:contributor

• Kevin Tidgewell
• Aleem Gangjee
• Marc Harrold
• Jelena Janjic

• medicinal chemistry
• organic chemistry
• cyanobacteria
• synthesis
• CNS
• malaria
• analytical chemistry
• Marine Biology
• Medicinal Chemistry and Pharmaceutics
• Medicinal-Pharmaceutical Chemistry
• Pharmacology

Language dc:language

English

Repository record dc:identifier

https://dsc.duq.edu/etd/1918

OAI identifier oai:identifier

oai:dsc.duq.edu:etd-2920