An Efficient Synthesis of 3-Alkylpyridine Alkaloids Enables Their Biological Evaluation

3-Alkylpyridine alkaloids (3-APAs) isolated from the arctic sponge Haliclona viscosa are a promising group of bioactive marine alkaloids. However, due to limited bioavailability, investigations of their bioactivity have been hampered. Additionally, synthesis of a common intermediate requires the use...

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Bibliographic Details
Published in:ChemMedChem
Main Authors: Kaplan, Anna R., Schrank, Cassandra L., Wuest, William M.
Format: Text
Language:English
Published: 2021
Subjects:
Article
Arctic
Online Access:http://www.ncbi.nlm.nih.gov/pmc/articles/PMC8895759/
http://www.ncbi.nlm.nih.gov/pubmed/33755337
https://doi.org/10.1002/cmdc.202100134
Description
Summary:3-Alkylpyridine alkaloids (3-APAs) isolated from the arctic sponge Haliclona viscosa are a promising group of bioactive marine alkaloids. However, due to limited bioavailability, investigations of their bioactivity have been hampered. Additionally, synthesis of a common intermediate requires the use of protecting groups and harsh conditions. In this work, we developed a simple and concise two-step route to nine different natural and synthetic haliclocyclins. These compounds displayed modest antibiotic activity against several Gram-positive bacterial strains.

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