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Total Syntheses of Indole Terpenoids (-)-Lyngbyatoxin, (-)-Teleocidin A2, and (-)-7-Geranylindolactam V. | LitMetric

Total Syntheses of Indole Terpenoids (-)-Lyngbyatoxin, (-)-Teleocidin A2, and (-)-7-Geranylindolactam V.

J Org Chem

Department of Chemistry and Biochemistry, Loyola University Chicago, Chicago, Illinois 60660, United States.

Published: January 2025

AI Article Synopsis

  • A new palladium-catalyzed method has been developed to synthesize three natural products: (-)-lyngbyatoxin, (-)-teleocidin A2, and (-)-7-geranylindolactam V, using a technique called the Suzuki-Miyaura reaction.
  • This approach utilizes a ligand-controlled cross-coupling strategy, making it possible to create these compounds from a single advanced synthetic intermediate, which is the most efficient method reported to date.
  • Following the synthesis, research was conducted on cancer cell lines to investigate the potential cancer-fighting properties of these natural products.

Article Abstract

A regiodivergent palladium-catalyzed Suzuki-Miyaura reaction has been successfully implemented to synthesize (-)-lyngbyatoxin, (-)-teleocidin A2, and (-)-7-geranylindolactam V. This ligand-controlled cross-coupling strategy allowed for the direct preparation of these natural products from a single advanced synthetic intermediate, providing the shortest reported route to each compound. Subsequent studies in cancer cell lines were conducted to explore the chemotherapeutic applications of these natural products.

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Source
http://dx.doi.org/10.1021/acs.joc.4c02877DOI Listing

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