4.8 Article

Indoleamine 2,3-Dioxygenase Inhibitors Isolated from the Sponge Xestospongia vansoesti: Structure Elucidation, Analogue Synthesis, and Biological Activity

Journal

ORGANIC LETTERS
Volume 16, Issue 24, Pages 6480-6483

Publisher

AMER CHEMICAL SOC
DOI: 10.1021/ol503337f

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Funding

  1. Canadian Cancer Society

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Two new IDO inhibitory meroterpenoids, xestolactone A (1) and xestosaprol O (2), have been isolated from the sponge Xestospongia vansoesti. Xestolactone A (1) has an unprecedented degraded meroterpenoid carbon skeleton. A short synthesis of the xestosaprol O (2) analogues 3 and 4 features the application of a rarely used photochemical coupling reaction. Synthetic analogue 3 is similar to 40 times more potent than the inspirational natural product 2.

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