Amino Acid-Derived Metabolites from the Ascidian Aplidium sp

Mar Drugs. 2015 Jun 16;13(6):3836-48. doi: 10.3390/md13063836.

Abstract

Four new iodobenzene-containing dipeptides (1-4), a related bromotryptophan-containing dipeptide (5), and an iodophenethylamine (6) were isolated from the ascidian Aplidium sp. collected off the coast of Chuja-do, Korea. The structures of these novel compounds, designated as apliamides A-E (1-5) and apliamine A (6) were determined via combined spectroscopic analyses. The absolute configuration of the amino acid residue in 1 was determined by advanced Marfey's analysis. Several of these compounds exhibited moderate cytotoxicity and significant inhibition against Na+/K+-ATPase (4).

Keywords: Aplidium sp.; Marfey’s analysis; apliamides; bioactivities; dipeptides.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Amino Acids / chemistry*
  • Animals
  • Antineoplastic Agents / chemistry
  • Antineoplastic Agents / isolation & purification
  • Antineoplastic Agents / pharmacology
  • Cell Line, Tumor
  • Dipeptides / chemistry
  • Dipeptides / isolation & purification
  • Dipeptides / pharmacology*
  • Humans
  • Iodobenzenes / chemistry
  • Iodobenzenes / isolation & purification
  • Iodobenzenes / pharmacology*
  • Sodium-Potassium-Exchanging ATPase / antagonists & inhibitors
  • Spectrum Analysis
  • Urochordata / metabolism*

Substances

  • Amino Acids
  • Antineoplastic Agents
  • Dipeptides
  • Iodobenzenes
  • Sodium-Potassium-Exchanging ATPase