Isolation and Synthesis of Veranamine, an Antidepressant Lead from the Marine Sponge <i>Verongula rigida</i>
Anna Kochanowska-Karamyan, H. C. ARAÚJO, Xiong Zhang, Abir T. El‐Alfy, Paulo Carvalho, Mitchell A. Avery, Stephen D. Holmbo, Jakob Magolan, Mark T. Hamann
Abstract
. It contains a unique heterocyclic scaffold and demonstrates in vivo antidepressant activity and selective affinity for 5HT2B and sigma-1 receptors. The first total synthesis of veranamine is reported. Our scalable synthesis offers veranamine in six steps and 25% yield via an unprecedented vinylogous Pictet-Gams pyridine formation strategy. Veranamine is a promising new lead compound for antidepressant drug development.
Topics & Concepts
SpongeLead (geology)AntidepressantIsolation (microbiology)BiologyStereochemistryChemistryBotanyMicrobiologyPaleontologyNeuroscienceHippocampusChemical synthesis and alkaloidsCholinesterase and Neurodegenerative DiseasesSynthesis and Characterization of Pyrroles