Sergi Taboada

Triterpene Glycosides from Antarctic Sea Cucumbers. 1. Structure of Liouvillosides A1, A2, A3, B1, and B2 from the Sea Cucumber Staurocucumis liouvillei: New Procedure for Separation of Highly Polar Glycoside Fractions and Taxonomic Revision

Five new triterpene glycosides, liouvillosides A1 (1), A2 (2), A3 (3), B1 (4), and B2 (5), have been isolated from the Antarctic sea cucumber Staurocucumis liouviellei along with the known liouvilloside A(6), isolated earlier from the same species, and hemoiedemosides A (7) and B (8), isolated earlier from the Patagonian sea cucumber Hemioedema spectabilis. The isolation was carried out using a new chromatographic procedure including application of ion-pair reversed-phase chromatography followed by chiral chromatography on a cyclodextrin ChiraDex column. The structures of the new glycosides were elucidated using extensive NMR spectroscopy (1H and 13C NMR spectrometry, DEPT, 1H-(1)H COSY, HMBC, HMQC, and NOESY), ESI-FTMS, and CID MS/MS, and chemical transformations. Glycosides 1-3 are disulfated tetraosides and glycosides 4 and 5 are trisulfated tetraosides. Glycosides 2 and 3 contain 3-O-methylquinovose, found for the first time as a natural monosaccharide in sea cucumber glycosides. On the basis of analyses of glycoside structures a taxonomic revision is proposed.

Triterpene Glycosides from Antarctic Sea Cucumbers. 2. Structure of Achlioniceosides A1, A2, and A3 from the Sea Cucumber Achlionice violaecuspidata (=Rhipidothuria racowitzai)

Three new triterpene glycosides, achlioniceosides A(1) (1), A(2) (2), and A(3) (3), have been isolated from the Antarctic sea cucumber Achlionice violaecuspidata. The glycoside structures were elucidated using extensive NMR spectroscopic analysis including one-dimensional (1)H and (13)C spectra, (1)H-(1)H-COSY, HMBC, HMQC, and NOESY and mass spectrometry. Gycosides 1-3 are disulfated pentaosides that are branched at the first xylose residue. The sulfates are attached to C-6 of the glucose residues. Glycosides 1-3 are the first triterpene glycosides isolated from a sea cucumber belonging to the order Elasipodida.

Triterpene glycosides from Antarctic sea cucumbers III. Structures of liouvillosides A4 and A5, two minor disulphated tetraosides containing 3-O-methylquinovose as terminal monosaccharide units from the sea cucumber Staurocucumis liouvillei (Vaney)

Two new minor triterpene glycosides, liouvillosides A4 (1) and A5 (2) have been isolated from the sea cucumber Staurocucumis liouvillei living in Antarctic and Sub-Antarctic waters. The structures of the new glycosides were elucidated using extensive nuclear magnetic resonance (NMR) spectroscopy (1H- and 13C-NMR spectroscopy, 1H–1H COSY, 1D-TOCSY, HMBC, HSQC and NOESY), ESI-MS and MALDI TOF MS. The glycosides 1 and 2 are disulphated tetraosides having very rare 3-O-methylquinovose as terminal monosaccharide.

Two new Antarctic Ophryotrocha (Annelida : Dorvilleidae) described from shallow-water whale bones

Marine invertebrate fauna associated with whale remains has lately attracted a great deal of interest. However, very little is known about this fauna in the Southern Ocean, an area with high abundances of cetaceans. To investigate the Antarctic organisms associated with these substrates, we conducted a study using whale bones in the shallow-waters of Deception Island (South Shetland Islands). In this paper, we describe two new species of Ophryotrocha (O. orensanzi sp. nov. and O. clava sp. nov.) from a minke whale (Balaenoptera acutorostrata) fresh caudal vertebra experimentally deployed for about a year and from an unknown whale vertebra presumably dating back to the early twentieth century whaling operations. Ophryotrocha clava sp. nov., found in relative high abundance in the fresh bone, is hypothesized to be an opportunistic species in the context of Antarctic shallow-water organically enriched environments. Ophryotrocha orensanzi sp. nov. appears to be the same species as the unnamed Palpiphitime sp., near lobifera, formerly reported from a nearby area. Phylogenetic analyses based on the nuclear gene H3 and the mitochondrial genes COI and 16S, using MrBayes and Maximum Likelihood analyses, show that O. clava sp. nov. is close to Iphitime hartmanae and is included in the ‘hartmanni’ clade, while O. orensanzi sp. nov. falls in the ‘lobifera’ clade. Remarks about their feeding preferences and ecology are also given. Our findings seem to suggest that members of the genus Ophryotrocha are important components of organically enriched Southern Ocean environments, as has been reported for this clade in other geographic areas.

Evolutionary patterns in Antarctic marine invertebrates: an update on molecular studies.

Abstract The present distribution of Antarctic marine invertebrates has been driven by their phylogeographic history, their dispersal capabilities, and the ability of resident species and new colonizers to adapt to the changing extreme environmental conditions. The processes behind the structuring and distribution of marine Antarctic fauna have been approached using a wide array of methodologies, but it is only recently that the advent of molecular sequencing technologies has provided an enormous potential to shed light on such driving forces. In this review we aim to provide a comprehensive view of the most common molecular techniques applied to assess the genetic diversity and connectivity in the Antarctic marine realm, and how they have advanced our understanding of the evolutionary patterns of marine invertebrates in the Southern Ocean. The different results obtained for the most commonly studied Antarctic invertebrates (arthropods, molluscs, and echinoderms) have often revealed contrasting stories explained by both the dispersive capabilities of the species involved and/or sheltering processes in refuges during glacial cycles, which highlight the need for further studies. In addition, we suggest that the sampling of neglected taxa and collecting in understudied areas should help to understand wider distribution and gene flow patterns among Antarctic marine invertebrates.

Contrasted phylogeographic patterns on mitochondrial DNA of shallow and deep brittle stars across the Atlantic-Mediterranean area

Previous studies on Ophiothrix in European waters demonstrated the existence of two distinct species, Ophiothrix fragilis and Ophiothrix sp. II. Using phylogenetic and species delimitation techniques based on two mitochondrial genes (cytochrome c oxidase I and 16S rRNA) we prove the existence of a new congeneric species (Ophiothrix sp. III), occurring in the deep Atlantic coast of the Iberian Peninsula and the Alboran Sea. We compared phylogeographic patterns of these three Ophiothrix species to test whether closely related species are differentially affected by past demographic events and current oceanographic barriers. We used 432 sequences (137 of O. fragilis, 215 of Ophiothrix sp. II, and 80 of Ophiothrix sp. III) of the 16S rRNA from 23 Atlantic-Mediterranean locations for the analyses. We observed different geographic and bathymetric distributions, and contrasted phylogeography among species. Ophiothrix fragilis appeared genetically isolated between the Atlantic and Mediterranean basins, attributed to past vicariance during Pleistocene glaciations and a secondary contact associated to demographic expansion. This contrasts with the panmixia observed in Ophiothrix sp. II across the Atlantic-Mediterranean area. Results were not conclusive for Ophiothrix sp. III due to the lack of a more complete sampling within the Mediterranean Sea.

Bone-Eating Worms Spread: Insights into Shallow-Water Osedax (Annelida, Siboglinidae) from Antarctic, Subantarctic, and Mediterranean Waters

Osedax, commonly known as bone-eating worms, are unusual marine annelids belonging to Siboglinidae and represent a remarkable example of evolutionary adaptation to a specialized habitat, namely sunken vertebrate bones. Usually, females of these animals live anchored inside bone owing to a ramified root system from an ovisac, and obtain nutrition via symbiosis with Oceanospirillales gamma-proteobacteria. Since their discovery, 26 Osedax operational taxonomic units (OTUs) have been reported from a wide bathymetric range in the Pacific, the North Atlantic, and the Southern Ocean. Using experimentally deployed and naturally occurring bones we report here the presence of Osedax deceptionensis at very shallow-waters in Deception Island (type locality; Antarctica) and at moderate depths near South Georgia Island (Subantarctic). We present molecular evidence in a new phylogenetic analysis based on five concatenated genes (28S rDNA, Histone H3, 18S rDNA, 16S rDNA, and cytochrome c oxidase I–COI–), using Maximum Likelihood and Bayesian inference, supporting the placement of O. deceptionensis as a separate lineage (Clade VI) although its position still remains uncertain. This phylogenetic analysis includes a new unnamed species (O. ‘mediterranea’) recently discovered in the shallow-water Mediterranean Sea belonging to Osedax Clade I. A timeframe of the diversification of Osedax inferred using a Bayesian framework further suggests that Osedax diverged from other siboglinids during the Middle Cretaceous (ca. 108 Ma) and also indicates that the most recent common ancestor of Osedax extant lineages dates to the Late Cretaceous (ca. 74.8 Ma) concomitantly with large marine reptiles and teleost fishes. We also provide a phylogenetic framework that assigns newly-sequenced Osedax endosymbionts of O. deceptionensis and O. ‘mediterranea’ to ribospecies Rs1. Molecular analysis for O. deceptionensis also includes a COI-based haplotype network indicating that individuals from Deception Island and the South Georgia Island (ca. 1,600 km apart) are clearly the same species, confirming the well-developed dispersal capabilities reported in other congeneric taxa. In addition, we include a complete description of living features and morphological characters (including scanning and transmission electron microscopy) of O. deceptionensis, a species originally described from a single mature female, and compare it to information available for other congeneric OTUs.

On the identity of two Antarctic brooding nemerteans: redescription of Antarctonemertes valida (Burger, 1893) and description of a new species in the genus Antarctonemertes Friedrich, 1955 (Nemertea, Hoplonemertea)

Nemerteans (ribbon worms) constitute an abundant and occasionally conspicuous group of benthic invertebrates in the Southern Ocean. Although recent work has confirmed that this group is far more diverse than previously recognized, the Antarctic nemertean fauna remains poorly understood when compared to other geographic regions. In most cases, the taxonomic information on the known nemertean fauna is incomplete for this region and/or has been inappropriately documented. As a consequence, many of the species described are considered species inquirendae. Among the nearly 50 species described so far for the Southern Ocean, two hoplonemerteans are known to brood eggs in cocoons: Amphiporus incubator Joubin, 1914 and Amphiporus michaelseni Bürger, 1895a. Here, we redescribe Antarctonemertes valida (Bürger, 1893), a senior synonym of A. michaelseni, and describe a new congeneric species, Antarctonemertes riesgoae sp. nov. Both species show a similar reproductive strategy by brooding their cocoons, and similar external appearance, but clearly differ in other aspects of their morphology, such as the cephalic coloration pattern and the number of proboscidial nerves. We provide novel information about their life habitus, reproductive behaviour, internal anatomy, and their phylogenetic placement within hoplonemerteans using one nuclear (28S rRNA) and two mitochondrial [cytochrome c oxidase subunit I (COI) and 16S rRNA] markers. We also provide a parsimony haplotype network using 16S rRNA, COI, and the internal transcribed spacer region 2 (ITS-2) showing a clear distinction between individuals of both species. Our results stress the need of combining molecular and morphological information when dealing with closely related species of nemerteans.

Chemical Interactions in Antarctic Marine Benthic Ecosystems

Antarctic marine ecosystems are immersed in an isolated, relatively constant environment where the organisms inhabiting their benthos are mainly sessile suspension feeders. For these reasons, physical and chemical biotic interactions play an essential role in structuring these marine benthic communities (Dayton et al., 1974; Orejas et al., 2000). These interactions may include diverse strategies to avoid predation (e.g. Iken et al., 2002), competition for space or food (e.g. Bowden et al., 2006) and avoiding fouling (e.g. Rittschof, 2001; Peters et al., 2010). For instance, in the marine benthos, one of the most extended effective strategies among sessile soft-bodied organisms is chemical defense, mediated by several bioactive natural products mostly considered secondary metabolites (e.g. Paul et al., 2011). The study of the “chemical network” (chemical ecology interactions) structuring the communities provides information about the ecology and biology of the involved species, the function and the structure of the community and, simultaneously, it may lead to the discovery of new compounds useful to humans for their pharmacological potential (e.g. Avila, 1995; Bhakuni, 1998; Munro et al., 1999; Faulkner, 2000; Lebar et al., 2007; Avila et al., 2008). In the last three decades, the study of marine chemical ecology has experienced great progress, thanks to the new technological advances for collecting and studying marine samples, and the possibility of identification of molecules with smaller amounts of compounds (e.g. Paul et al., 2006, 2011; Blunt et al., 2011).

Antitumoural activity in Antarctic and sub-Antarctic benthic organisms

Abstract A prospecting search for antitumoural activity in polar benthic invertebrates was conducted on Antarctic and sub-Antarctic benthos in three different areas: Bouvet Island (sub-Antarctic), eastern Weddell Sea (Antarctica) and the South Shetland Islands (Antarctica). A total of 770 benthic invertebrate samples (corresponding to at least 290 different species) from 12 different phyla were assayed to establish their pharmacological potential against three human tumour cell lines (colorectal adenocarcinoma, lung carcinoma and breast adenocarcinoma). Bioassays resulted in 15 different species showing anticancer activity corresponding to five different phyla: Tunicata (5), Porifera (4), Cnidaria (3), Echinodermata (2) and Annelida (1). This appears to be the largest pharmacological study ever carried out in Antarctica and it shows very promising antitumoural activities in the Antarctic and sub-Antarctic benthos.