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An Efficient Synthesis of 3‐Alkylpyridine Alkaloids Enables Their Biological Evaluation
Author(s) -
Kaplan Anna R.,
Schrank Cassandra L.,
Wuest William M.
Publication year - 2021
Publication title -
chemmedchem
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.817
H-Index - 100
eISSN - 1860-7187
pISSN - 1860-7179
DOI - 10.1002/cmdc.202100134
Subject(s) - bioavailability , sponge , combinatorial chemistry , chemistry , stereochemistry , biology , pharmacology , botany
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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