Effects of secondary metabolites from the tropical Brazilian brown alga Dictyota menstrualis on the amphipod Parhyale hawaiensis

Abstract

Diterpene metabolites produced by Dictyota species are known to inhibit feeding by several herbivorous species. We present the first evidence of feeding-deterrence of dictyotacean metabolites of an unusual compound belonging to a dichotomane diterpene skeleton type. Through experimental assay, we provide evidence of feeding-deterrent properties of lipid-soluble extracts of the Brazilian brown alga D. menstrualis (Hoyt) Schnetter, Hornig and Weber-Peukert against the amphipod Parhyale hawaiensis Dana. Bioassay fractionation of this extract revealed the deterrent activity to be due to the diterpenoid (6R)-6-hydroxydichotoma-3,14-diene-1,17-dial, which was found to be the second most abundant metabolite (~0.2% dry mass) in D. menstrualis. In contrast to other studies, the major diterpenoid pachydictyol A, present as 0.4% (dry mass) in D. menstrualis, showed no anti-feeding properties. Our results suggest that chemical defense of Dictyota species may vary according to geographic region, thus explaining the presence of a metabolite other than pachydictyol A which functions as the anti-feedant metabolite in D. menstrualis from the Brazilian littoral zone.