Tyrokeradines G and H, new bromotyrosine alkaloids from an Okinawan Verongid sponge

Bioorg Med Chem Lett. 2015 Nov 15;25(22):5221-3. doi: 10.1016/j.bmcl.2015.09.061. Epub 2015 Sep 26.

Abstract

Two new bromotyrosine alkaloids, tyrokeradines G (1) and H (2), have been isolated from an Okinawan marine sponge of the order Verongida. The structures of 1 and 2 were elucidated on the basis of spectroscopic data. Tyrokeradine G (1) is the first bromotyrosine alkaloid possessing a β-alanine unit, while tyrokeradine H (2) is a rare bromotyrosine alkaloid possessing a N-substituted pyridinium ring. Tyrokeradines G (1) and H (2) showed antifungal activity.

Keywords: Antifungal activity; Bromotyrosine alkaloid; Marine sponge; Order Verongida.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Alkaloids / chemistry*
  • Alkaloids / isolation & purification*
  • Alkaloids / pharmacology
  • Animals
  • Antifungal Agents / chemistry*
  • Antifungal Agents / isolation & purification*
  • Antifungal Agents / pharmacology
  • Aspergillus niger / drug effects
  • Cryptococcus neoformans / drug effects
  • Porifera
  • Tyrosine / analogs & derivatives*
  • Tyrosine / chemistry
  • Tyrosine / isolation & purification
  • Tyrosine / pharmacology

Substances

  • Alkaloids
  • Antifungal Agents
  • tyrokeradine G
  • tyrokeradine H
  • Tyrosine