First Total Synthesis of Reassigned Echinosulfonic Acid D

J Nat Prod. 2022 Aug 26;85(8):2122-2125. doi: 10.1021/acs.jnatprod.2c00559. Epub 2022 Aug 17.

Abstract

Echinosulfonic acid D, a sponge metabolite whose structure was recently reassigned, was synthesized for the first time. The key step is the double indolization of dimethylbarbituric acid using the umpolung indole reagent, followed by a hydrolysis/decarboxylation/esterification sequence.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Hydrolysis
  • Indicators and Reagents
  • Indole Alkaloids*
  • Sulfonic Acids*

Substances

  • Indicators and Reagents
  • Indole Alkaloids
  • Sulfonic Acids
  • echinosulfonic acid D