scholarly journals Novel Secondary Metabolites from New Zealand  Marine Sponges

2021 ◽  
Author(s):  
◽  
John Martin Ryan
Keyword(s):  
Acid Derivative ◽  
Marine Environment ◽  
Marine Sponge ◽  
Automated Analysis ◽  
Marine Sponges ◽  
The Third ◽  
Unknown Species ◽  
Screening Protocol ◽  
Synthetic Derivative ◽  
Nonadecanoic Acid

<p>The isolation and structure elucidation of 12 new compounds from four different genera of marine sponge is described. Continued work with the marine sponge Raspailia topsenti resulted in the isolation of two clerodane diterpenes, raspailodanes F (40) and G (41). Raspailodane F contains a novel tricyclo[5.4.0.0]undecane scaffold including a cyclopropyl ring. A nonadecanoic acid derivative, petrosianoic acid (122), was isolated from an unknown species of the genus Petrosia. It is believed that 122 is only the third nonadecanoic acid derivative reported from the marine environment. The marine sponge Dendrilla rosea was examined for the presence of new spongian diterpenes. While no new diterpenes were discovered, the acetylenic nitrile dendronitrile (158) was isolated along with two known diterpenes and a known steroid. Dendronitrile is the first acetylenic nitrile discovered from the marine environment and only the third ever reported. Seven new lamellarins and one new dictyodendrin were isolated from Dictyodendrilla dendyi alongside one known lamellarin and two known dictyodendrins. Lamellarins Θ (187) and κ (188) are related to known lamellarins. The remaining five lamellarins are sulfated derivatives, lamellarin Θ 4'',4'''-disulfate (190), lamellarin O 4'''-sulfate (191), lamellarin O 4'',4'''-disulfate (192), lamellarin κ 4'''-sulfate (193), and lamellarin κ 4'',4'''- disulfate (194). Dictyodendrin F (195) is a new natural product previously only reported as a semi-synthetic derivative of known dictyodendrins. Lamellarin shows moderate cytotoxic activity. The biological activity of the remaining compounds, particularly the sulfated derivatives, is under investigation. The screening protocol used to analyse crude sponge extracts was refined and a number of advances were made towards the automated analysis of the spectra generated. A method was devised to extract peak data from screen HSQC spectra and by combining these data, to produce a software-based mask of known correlations. The application of this mask was demonstrated in three different ways to three different screen HSQC spectra. To aid in the identification of interesting correlations identified by the mask, a database of HSQC correlations was compiled from literature and in-house sources. A new method of describing the chemical environment of a given position was developed to suit the needs of the database. At present, the database contains 91 compounds and represents over 2500 individual HSQC correlations. Development of both the software screening technique and the HSQC correlation database is ongoing.</p>

scholarly journals Novel Secondary Metabolites from New Zealand  Marine Sponges

2021 ◽  
Author(s):  
◽  
John Martin Ryan
Keyword(s):  
Acid Derivative ◽  
Marine Environment ◽  
Marine Sponge ◽  
Automated Analysis ◽  
Marine Sponges ◽  
The Third ◽  
Unknown Species ◽  
Screening Protocol ◽  
Synthetic Derivative ◽  
Nonadecanoic Acid

<p>The isolation and structure elucidation of 12 new compounds from four different genera of marine sponge is described. Continued work with the marine sponge Raspailia topsenti resulted in the isolation of two clerodane diterpenes, raspailodanes F (40) and G (41). Raspailodane F contains a novel tricyclo[5.4.0.0]undecane scaffold including a cyclopropyl ring. A nonadecanoic acid derivative, petrosianoic acid (122), was isolated from an unknown species of the genus Petrosia. It is believed that 122 is only the third nonadecanoic acid derivative reported from the marine environment. The marine sponge Dendrilla rosea was examined for the presence of new spongian diterpenes. While no new diterpenes were discovered, the acetylenic nitrile dendronitrile (158) was isolated along with two known diterpenes and a known steroid. Dendronitrile is the first acetylenic nitrile discovered from the marine environment and only the third ever reported. Seven new lamellarins and one new dictyodendrin were isolated from Dictyodendrilla dendyi alongside one known lamellarin and two known dictyodendrins. Lamellarins Θ (187) and κ (188) are related to known lamellarins. The remaining five lamellarins are sulfated derivatives, lamellarin Θ 4'',4'''-disulfate (190), lamellarin O 4'''-sulfate (191), lamellarin O 4'',4'''-disulfate (192), lamellarin κ 4'''-sulfate (193), and lamellarin κ 4'',4'''- disulfate (194). Dictyodendrin F (195) is a new natural product previously only reported as a semi-synthetic derivative of known dictyodendrins. Lamellarin shows moderate cytotoxic activity. The biological activity of the remaining compounds, particularly the sulfated derivatives, is under investigation. The screening protocol used to analyse crude sponge extracts was refined and a number of advances were made towards the automated analysis of the spectra generated. A method was devised to extract peak data from screen HSQC spectra and by combining these data, to produce a software-based mask of known correlations. The application of this mask was demonstrated in three different ways to three different screen HSQC spectra. To aid in the identification of interesting correlations identified by the mask, a database of HSQC correlations was compiled from literature and in-house sources. A new method of describing the chemical environment of a given position was developed to suit the needs of the database. At present, the database contains 91 compounds and represents over 2500 individual HSQC correlations. Development of both the software screening technique and the HSQC correlation database is ongoing.</p>

scholarly journals CONTRIBUIÇÕES DAS ÁREAS MARINHAS PROTEGIDAS PARA A CONSERVAÇÃO E A GESTÃO DO AMBIENTE MARINHO

2003 ◽  
Vol 7 ◽  
Author(s):  
Jérôme FOURNIER ◽  
Andrea De CASTRO PANIZZA
Keyword(s):  
Protected Areas ◽  
Environmental Protection ◽  
Marine Environment ◽  
Marine Protected Areas ◽  
Natural Environment ◽  
Economic Value ◽  
Marine Biodiversity ◽  
The Third ◽  
Conservation And Management ◽  
Reserve Effect

Este artigo apresenta os diferentes aspectos da proteção do ambiente litorâneo abordando três pontos essenciais. O primeiro evoca a instalação de áreas marinhas protegidas (AMP) em um contexto socioeconômico e político, destacando seu funcionamento e a noção de “ efeito reserva”. O segundo mostra a importância das AMP na proteção da biodiversidade marinha. Finalmente, o terceiro ponto exemplifica a avaliação do meio natural e aborda, de maneira geral, o valor econômico das espécies e da “Natureza” na ocorrência de degradação. Contributions of the marine protected areas for the conservation and management of the marine environment Abstract This article presents the various aspects of the littoral environmental protection by approaching three important points. The first evokes the installation of the marine surfaces protected in a socio-economic and political context. The operation of the reserves and the concept of “ reserve effect “ are explained. The second explains the interest of MPA to protect the marine biodiversity. Lastly, the third point shows the evaluation of the natural environment and more generally of the economic value of the species and “Nature” in the event of degradation.

scholarly journals Elicited ROS Scavenging Activity, Photoprotective, and Wound-Healing Properties of Collagen-Derived Peptides from the Marine Sponge Chondrosia reniformis

Marine Drugs ◽  
2018 ◽  
Vol 16 (12) ◽  
pp. 465 ◽  
Author(s):  
Marina Pozzolini ◽  
Enrico Millo ◽  
Caterina Oliveri ◽  
Serena Mirata ◽  
Annalisa Salis ◽  
...  
Keyword(s):  
Wound Healing ◽  
Marine Sponge ◽  
Biological Effects ◽  
Marine Sponges ◽  
In Vitro Toxicity ◽  
Scavenging Activity ◽  
Ros Scavenging ◽  
General Chemical ◽  
Collagen Hydrolysates

Recently, the bioactive properties of marine collagen and marine collagen hydrolysates have been demonstrated. Although there is some literature assessing the general chemical features and biocompatibility of collagen extracts from marine sponges, no data are available on the biological effects of sponge collagen hydrolysates for biomedical and/or cosmetic purposes. Here, we studied the in vitro toxicity, antioxidant, wound-healing, and photoprotective properties of four HPLC-purified fractions of trypsin-digested collagen extracts—marine collagen hydrolysates (MCHs)—from the marine sponge C. reniformis. The results showed that the four MCHs have no degree of toxicity on the cell lines analyzed; conversely, they were able to stimulate cell growth. They showed a significant antioxidant activity both in cell-free assays as well as in H2O2 or quartz-stimulated macrophages, going from 23% to 60% of reactive oxygen species (ROS) scavenging activity for the four MCHs. Finally, an in vitro wound-healing test was performed with fibroblasts and keratinocytes, and the survival of both cells was evaluated after UV radiation. In both experiments, MCHs showed significant results, increasing the proliferation speed and protecting from UV-induced cell death. Overall, these data open the way to the use of C. reniformis MCHs in drug and cosmetic formulations for damaged or photoaged skin repair.

Epi-Leptosphaerin: A New L-Isoascorbic Acid Derivative from Marine Sponges

2015 ◽  
Vol 21 (4) ◽  
pp. 293 ◽  
Author(s):  
Roshan R. Kulkarni ◽  
A Reum Jo ◽  
Young Ho Kim ◽  
MinKyun Na
Keyword(s):  
Acid Derivative ◽  
Marine Sponges ◽  
Isoascorbic Acid

scholarly journals Metagenomic exploration of the marine sponge mycale hentscheli uncovers multiple polyketide-producing bacterial symbionts

2020 ◽  
Author(s):  
Mathew Storey ◽  
SK Andreassend ◽  
Joe Bracegirdle ◽  
Alistair Brown ◽  
Robert Keyzers ◽  
...  
Keyword(s):  
Marine Sponge ◽  
Bacterial Species ◽  
Gene Clusters ◽  
Taxonomic Diversity ◽  
Marine Sponges ◽  
Metagenomic Sequencing ◽  
Defensive Symbiosis ◽  
Long Read ◽  
Comprehensive Picture ◽  
Mycale Hentscheli

© 2020 Storey et al. Marine sponges have been a prolific source of unique bioactive compounds that are presumed to act as a deterrent to predation. Many of these compounds have potential therapeutic applications; however, the lack of efficient and sustainable synthetic routes frequently limits clinical development. Here, we describe a metag-enomic investigation of Mycale hentscheli, a chemically gifted marine sponge that pos-sesses multiple distinct chemotypes. We applied shotgun metagenomic sequencing, hybrid assembly of short-and long-read data, and metagenomic binning to obtain a comprehensive picture of the microbiome of five specimens, spanning three chemo-types. Our data revealed multiple producing species, each having relatively modest secondary metabolomes, that contribute collectively to the chemical arsenal of the holo-biont. We assembled complete genomes for multiple new genera, including two species that produce the cytotoxic polyketides pateamine and mycalamide, as well as a third high-abundance symbiont harboring a proteusin-type biosynthetic pathway that appears to encode a new polytheonamide-like compound. We also identified an additional 188 biosynthetic gene clusters, including a pathway for biosynthesis of peloruside. These re-sults suggest that multiple species cooperatively contribute to defensive symbiosis in M. hentscheli and reveal that the taxonomic diversity of secondary-metabolite-producing sponge symbionts is larger and richer than previously recognized. IMPORTANCE Mycale hentscheli is a marine sponge that is rich in bioactive small mol-ecules. Here, we use direct metagenomic sequencing to elucidate highly complete and contiguous genomes for the major symbiotic bacteria of this sponge. We identify complete biosynthetic pathways for the three potent cytotoxic polyketides which have previously been isolated from M. hentscheli. Remarkably, and in contrast to previous studies of marine sponges, we attribute each of these metabolites to a different producing mi-crobe. We also find that the microbiome of M. hentscheli is stably maintained among in-dividuals, even over long periods of time. Collectively, our data suggest a cooperative mode of defensive symbiosis in which multiple symbiotic bacterial species cooperatively contribute to the defensive chemical arsenal of the holobiont.

scholarly journals Identification of Cytotoxicity of Marine Sponge Dendrilla Membranosa Against L929 Cell Line

2019 ◽  
pp. 147-152
Author(s):  
Joicy Abraham ◽  
Mahija S. P ◽  
Jency George ◽  
Manjusha W. A
Keyword(s):  
Marine Sponge ◽  
Octanoic Acid ◽  
L929 Cell ◽  
Bioactive Compound ◽  
Marine Sponges ◽  
Test Material ◽  
Ms Analysis ◽  
Benzenedicarboxylic Acid ◽  
Sponge Extract ◽  
L929 Cell Line

Marine sponges are rich sources of pharmacological active compound. Marine sponge, Dendrilla membranosa was collected from the Vizhingam coast. The sponge extract was tested against eight human bacterial pathogens. The bioactive compounds present in marine sponge were determined by GC-MS analysis. The cytotoxic effect of the sponge was evaluated by using MTT assay. The extracts showed potent anti-bacterial activity against Staphylococcus aureus, Bacillus subtilis, Streptococcus pyogens. The bioactive compound present in marine sponge was identified by GC-MS analysis and the compounds are ethane, butane, formate pentane, Alpha d-galactopyranoside, 2-Ethylhexyl2-ethylhexanoate, Hexahydro hexitol, Styrene, Alpha-d glucopyranoside 1-pentyl-2-proppyl-1-octene, nonadecane, 1,2-benzenedicarboxylic acid, bis-2, Octanoic acid. The test material showed none cytotoxic response to fibroblasts cells. The results of present investigation revealed that, Dendrilla membranosa is a potential source of novel anticancer and antibacterial leads.

The Constituents of Marine Sponges. V. The Isolation From Chelonaplysilla violacea (Dendroceratida) of Aplyviolene and Other Diterpenes, and the Determination of the Crystal Structure of Aplyviolene

1990 ◽  
Vol 43 (11) ◽  
pp. 1861 ◽  
Author(s):  
TW Hambley ◽  
A Poiner ◽  
WC Taylor
Keyword(s):  
Crystal Structure ◽  
Single Crystal ◽  
Marine Sponge ◽  
Marine Sponges ◽  
Spectroscopic Methods ◽  
Orthorhombic Space Group ◽  
Space Group ◽  
X Ray ◽  
Deep Violet

From the deep violet, encrusting marine sponge Chelonaplysilla violacea, two rearranged spongian diterpenes, aplyviolene, (1R*,1′S*,3?aR*,5R*,6R*,8R*,8′aS*)-3-oxo-8-(1′,4′,4′-trimethyl-8′-methylenedecahydroazulen-1′-yl)-2,7-dioxabicyclo[3.2.1]oct-6-yl acetate (1), the acetoxy derivative, aplyviolacene (2), (5R*,8S*,9S*,10R*,13S*,14R* ,15S*,16R*)-spongian-15,16-diyl diacetate (3) and (5R*,8S*,9S*,10R*,13S*,14R*)-spongian-16-one (4) were isolated. The structures were determined by spectroscopic methods, and the structure of aplyviolene was confirmed by a single-crystal X-ray determination. The crystal structure was refined to a residual of 0.036 for 1125 independent observed reflections. The crystals were orthorhombic, space group P212121 with a 8.098(1), b 11.628(1), c 21.774(3)Ǻ.

scholarly journals Multi-Omic Profiling of Melophlus Sponges Reveals Diverse Metabolomic and Microbiome Architectures that Are Non-overlapping with Ecological Neighbors

Marine Drugs ◽  
2020 ◽  
Vol 18 (2) ◽  
pp. 124 ◽  
Author(s):  
Ipsita Mohanty ◽  
Sheila Podell ◽  
Jason S. Biggs ◽  
Neha Garg ◽  
Eric E. Allen ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Natural Products ◽  
Candidate Gene ◽  
Marine Sponge ◽  
Gene Clusters ◽  
Marine Sponges ◽  
Quantitative Comparison ◽  
Filter Feeding ◽  
Chemical Structures ◽  
Ecological Relevance

Marine sponge holobionts, defined as filter-feeding sponge hosts together with their associated microbiomes, are prolific sources of natural products. The inventory of natural products that have been isolated from marine sponges is extensive. Here, using untargeted mass spectrometry, we demonstrate that sponges harbor a far greater diversity of low-abundance natural products that have evaded discovery. While these low-abundance natural products may not be feasible to isolate, insights into their chemical structures can be gleaned by careful curation of mass fragmentation spectra. Sponges are also some of the most complex, multi-organismal holobiont communities in the oceans. We overlay sponge metabolomes with their microbiome structures and detailed metagenomic characterization to discover candidate gene clusters that encode production of sponge-derived natural products. The multi-omic profiling strategy for sponges that we describe here enables quantitative comparison of sponge metabolomes and microbiomes to address, among other questions, the ecological relevance of sponge natural products and for the phylochemical assignment of previously undescribed sponge identities.

scholarly journals Microorganisms Associated with the Marine Sponge Scopalina hapalia: A Reservoir of Bioactive Molecules to Slow Down the Aging Process

2020 ◽  
Vol 8 (9) ◽  
pp. 1262
Author(s):  
Charifat Said Hassane ◽  
Mireille Fouillaud ◽  
Géraldine Le Goff ◽  
Aimilia D. Sklirou ◽  
Jean Bernard Boyer ◽  
...  
Keyword(s):  
Secondary Metabolites ◽  
Marine Sponge ◽  
Marine Sponges ◽  
Sirtuin 1 ◽  
Bioactive Molecules ◽  
Aging Research ◽  
Fyn Kinase ◽  
The Indian Ocean ◽  
Metabolites Production ◽  
Future Work

Aging research aims at developing interventions that delay normal aging processes and some related pathologies. Recently, many compounds and extracts from natural products have been shown to delay aging and/or extend lifespan. Marine sponges and their associated microorganisms have been found to produce a wide variety of bioactive secondary metabolites; however, those from the Southwest of the Indian Ocean are much less studied, especially regarding anti-aging activities. In this study, the microbial diversity of the marine sponge Scopalina hapalia was investigated by metagenomic analysis. Twenty-six bacterial and two archaeal phyla were recovered from the sponge, of which the Proteobacteria phylum was the most abundant. In addition, thirty isolates from S. hapalia were selected and cultivated for identification and secondary metabolites production. The selected isolates were affiliated to the genera Bacillus, Micromonospora, Rhodoccocus, Salinispora, Aspergillus, Chaetomium, Nigrospora and unidentified genera related to the family Thermoactinomycetaceae. Crude extracts from selected microbial cultures were found to be active against seven targets i.e., elastase, tyrosinase, catalase, sirtuin 1, Cyclin-dependent kinase 7 (CDK7), Fyn kinase and proteasome. These results highlight the potential of microorganisms associated with a marine sponge from Mayotte to produce anti-aging compounds. Future work will focus on the isolation and the characterization of bioactive molecules.

Sign in / Sign up

Export Citation Format

Share Document