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An Efficient Synthesis of 3-Alkylpyridine Alkaloids Enables Their Biological Evaluation
Anna R Kaplan1, Cassandra L Schrank1, William M Wuest1
1Chemistry Department, Emory University, Atlanta, GA 30322, USA.
Abstract:
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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