Total lipids from the Brazilian brown seaweed Sargassum vulgare were extracted with chloroform/methanol 2:1 and 1:2 (v/v) at room temperature. After performing Folch partition of the crude lipid extract, the lipids recovered from the Folch lower layer were fractionated on a silica gel column eluted with chloroform, acetone and methanol. The fraction eluted with methanol, presented a strong orcinol-positive band characteristic of the presence of sulfatides when examined by TLC. This fraction was then purified by two successive silica gel column chromatography giving rise to fractions F4I86 and F4II90 that exhibited strong activity against herpes simplex virus type 1 and 2. The chemical structures present in both fractions were elucidated by ESI-MS and 1H/13C NMR analysis HSQC fingerprints based on their tandem–MS behavior as Sulfoquinovosyldiacylglycerols (SQDGs). The main SQDG present in both fractions and responsible for the anti-herpes activity observed was identified as 1,2-di-O-palmitoyl-3-O-(6-sulfo-α-d-quinovopyranosyl)-glycerol.
The red seaweeds belonging to the genus Laurencia are well known as halogenated secondary metabolites producers, mainly terpenoids and acetogennins. Several of these chemicals exhibit important ecological roles and biotechnological applications. However, knowledge regarding the genes involved in the biosynthesis of these compounds is still very limited. We detected 20 different genes involved in the biosynthesis of terpenoid precursors, and 21 different genes coding for terpene synthases that are responsible for the chemical modifications of the terpenoid precursors, resulting in a high diversity of carbon chemical skeletons. In addition, we demonstrate through molecular and cytochemical approaches the occurrence of the mevalonate pathway involved in the biosynthesis of terpenes in L. dendroidea. This is the first report on terpene synthase genes in seaweeds, enabling further studies on possible heterologous biosynthesis of terpenes from L. dendroidea exhibiting ecological or biotechnological interest.
11 November 2022 in Revista Brasileira de Farmacognosia
Allelopathy and autotoxicity are well-known biological processes in angiosperms but are very little explored or even unknown in seaweeds. In this study, extract and major pure compounds from two distinct populations of the red seaweed Laurencia dendroidea were investigated to evaluate the effect of autotoxicity through auto- and crossed experiments under laboratory conditions, using chlorophyll fluorescence imaging to measure inhibition of photosynthesis (ΦPSII) as a variable response. Individuals of L. dendroidea from Azeda beach were inhibited by their own extract (IC50 = 219 μg/ml) and the major compound elatol (IC50 = 87 μg/ml); both chemicals also inhibited this seaweed species from Forno beach (IC50 = 194 μg/ml for the extract and IC50 = 277 μg/ml for elatol). By contrast, the extract of L. dendroidea from Forno and its major compound obtusol showed no inhibitory effect in individuals of both populations; but obtusol was insoluble to be tested at higher concentrations, which could be active as observed for elatol. The Azeda population displayed higher susceptibility to the Azeda extract and to elatol, manifested on the first day, unlike Forno individuals, in which the effect was only detected on the second day; and inhibition of ΦPSII was more pronounced at apical than basal portions of the thalli of L. dendroidea. This first finding of seaweed autotoxicity and allelopathic effects revealed the potential of the chemistry of secondary metabolites for intra- and inter-populational interactions, and for structuring seaweed populations.
Chemical cues from sessile hosts can attract mobile and associated organisms and they are also impotant to maintain associations and overall biodiversity, but the identity and molecular structures of these chemicals have been little explored in the marine environment. Secondary metabolites are recognized as possible chemical mediators in the association between species of Laurencia and Aplysia, but the identity of the compounds has not been established. Here, for the first time, we experimentally verify that the sesquiterpene (+)-elatol, a compound produced by the red seaweed Laurencia dendroidea, is a chemical cue attracting the associated sea hare Aplysia brasiliana. In addition to revealing the nature of the chemical mediation between these two species, we provide evidence of a chemical cue that allows young individuals of A. brasiliana to live in association with L. dendroidea. This study highlights the importance of chemical cues in Laurencia-Aplysia association.
Communities inhabiting biogeographic transition zones are shifting in composition as a result of progressive warming and heatwaves. In the marine environment, corals are expanding onto higher latitude reefs historically dominated by temperate kelp forests, initiating a shift towards warm affinity coral‐dominated states. Although these coral expansions are a global phenomenon, the mechanisms that are underpinning the expansion process remain poorly understood, which limits the projections of the rate and extent of ecosystem reconfiguration. Here, we investigated the interaction between the kelp Ecklonia radiata and the high latitude scleractinian coral Plesiastrea versipora in several of Western Australia's temperate reefs, where coral colony abundance has increased by 50% in recent years. Combining field surveys with field and laboratory experiments, we test the importance of physical (abrasion and light reduction) and chemical (allelopathic) effects of kelp canopies on coral tissue cover, photosynthetic parameters and calcification rates. In the field, kelp cover had a negative effect on coral density that was overwhelming in comparison to other dominant macroalgal taxa. Abrasion by kelp whiplash was the predominant mechanism by which kelp exerted a negative effect on P. versipora fitness, scraping up to 80% of live coenosarc from experimental colonies. In contrast, canopies had no effects on P. versipora photochemical efficiency and laboratory incubations showed that there were no allelochemical effects from kelp on P. versipora. We conclude that E. radiata inhibits P. versipora establishment and development through abrasion, and the survey data confirmed that recent climate‐driven kelp loss released corals from this effect, facilitating their expansion on high‐latitude reefs in Western Australia. This shows how competitive interactions actively shield against species expansion in biogeographic transition zones and suggests a continued decline of kelp canopies will increase the permeability of temperate reefs to warm affinity species such as scleractinian corals. Read the free Plain Language Summary for this article on the Journal blog.