4.4 Article

Synthesis of lysiformine, a marine-derived 3-hydroxypyridine alkaloid

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TETRAHEDRON LETTERS
卷 127, 期 -, 页码 -

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PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2023.154671

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Natural product; Indole; 3-hydroxypyridine; Alkaloid

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The synthesis of lysiformine, a bisindole alkaloid, was described. The heterocyclic framework of the natural product was assembled using iterative Suzuki coupling and reductive alkylation reactions starting from a pyridine derived from kojic acid. NMR spectroscopic analysis confirmed that the synthetic sample matched well with the natural product, highlighting the rarity of a marine natural product containing a 3-hydroxypyridine.
A synthesis of the bisindole alkaloid lysiformine is reported. The heterocyclic skeleton of the natural product was assembled from a kojic acid-derived pyridine using iterative Suzuki coupling and reductive alkylation reactions. The NMR spectroscopic data of the synthetic sample was in excellent agreement to the natural product, confirming that lysiformine is a rare example of a marine natural product harbouring a 3-hydroxypyridine.

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