Synthetic Studies on the Natural Product Myrsinoic Acid F Reveal Biologically Active Analogues

Org Lett. 2018 Jul 6;20(13):3984-3987. doi: 10.1021/acs.orglett.8b01558. Epub 2018 Jun 11.

Abstract

The synthesis of the structure, 1, assigned to the anti-inflammatory natural product myrsinoic acid F is reported together with a means for preparing its Z-isomer 21. While neither of these compounds corresponds to the natural product, both of them are anti-inflammatory agents (as determined using a mouse ear edema assay) with congener 1 being notably more potent than the widely prescribed NSAID indometacin.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkenes / chemical synthesis*
  • Animals
  • Anti-Inflammatory Agents, Non-Steroidal
  • Benzofurans / chemical synthesis*
  • Biological Products
  • Molecular Structure

Substances

  • Alkenes
  • Anti-Inflammatory Agents, Non-Steroidal
  • Benzofurans
  • Biological Products
  • myrsinoic acid F