Chemical defense in ascidians of the didemnidae family

Bioconjug Chem. 2003 Jan-Feb;14(1):30-7. doi: 10.1021/bc025576n.

Abstract

Fluorescent analogues (DB1 and TA1) of the secondary metabolites didemnin B (DB) and tamandarin A (TA) were synthesized to investigate the potential chemical defense mechanisms of tunicates in the family Didemnidae. These compounds were found to alter predator-prey relations. Five species of freshwater fish and one marine fish, the damselfish Amphiprion ocellaris, were acclimated to a diet of mosquito larvae. Fish showed an immediate, negative reaction to mosquito larvae treated with >/=5 ng of DB1 or TA1, with consumption of larvae resulting in regurgitation. Both freshwater and marine fish learned to avoid tainted prey by associating species of larvae with "distaste". Distaste for a given organism also arose when depsipeptides DB1 or TA1 were transferred to the fish from the surrounding medium. Fluorescence microscopy in fish indicated that a similar processing and localization followed ingestion and absorption of DB1 or TA1. Fluorescent labeling of DB or TA provided an ideal tool to conduct short-term studies of predator-prey relationships between fish and marine invertebrate larvae.

Publication types

  • Research Support, U.S. Gov't, Non-P.H.S.
  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Animals
  • Avoidance Learning
  • Cell Division / drug effects
  • Culicidae
  • Depsipeptides*
  • Feeding Behavior
  • Fishes / physiology
  • Gastroesophageal Reflux / chemically induced
  • Humans
  • Larva
  • Peptides, Cyclic / administration & dosage
  • Peptides, Cyclic / pharmacology*
  • Protein Biosynthesis / drug effects
  • Tumor Cells, Cultured
  • Urochordata / chemistry*

Substances

  • Depsipeptides
  • Peptides, Cyclic
  • tamandarin A
  • didemnins