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Keywords = Dictyoceratida

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13 pages, 3228 KiB  
Article
Structure from Motion Photogrammetry as an Effective Nondestructive Technique to Monitor Morphological Plasticity in Benthic Organisms: The Case Study of Sarcotragus foetidus Schmidt, 1862 (Porifera, Demospongiae) in the Portofino MPA
by Torcuato Pulido Mantas, Camilla Roveta, Barbara Calcinai, Fabio Benelli, Martina Coppari, Cristina Gioia Di Camillo, Ubaldo Pantaleo, Stefania Puce and Carlo Cerrano
Diversity 2024, 16(3), 175; https://doi.org/10.3390/d16030175 - 8 Mar 2024
Cited by 3 | Viewed by 2500
Abstract
Porifera are essential components of marine ecosystems, providing valuable ecological functions. Traditional approaches to estimating sponge growth and biomass are destructive and often not suitable for certain morphologies. The implementation of new innovative techniques and nondestructive methodologies have allowed for a more sustainable [...] Read more.
Porifera are essential components of marine ecosystems, providing valuable ecological functions. Traditional approaches to estimating sponge growth and biomass are destructive and often not suitable for certain morphologies. The implementation of new innovative techniques and nondestructive methodologies have allowed for a more sustainable approach. In this study, a population of Sarcotragus foetidus Schmidt, 1982 (Demospongiae, Dictyoceratida, Irciinidae), thriving inside the Portofino Marine Protected Area, was monitored using Structure from Motion photogrammetry over a period of 6 years, from September 2017 to October 2023. Of the 20 initial individuals, only 12 were still in place during the last monitoring, indicating 40% mortality. Through photogrammetry, the overall volume change and biomass production were estimated to be 9.24 ± 5.47% year−1 and 29.52 ± 27.93 g DW year−1, respectively, indicating a general decreasing trend between 2021 and 2023. Signs of necrosis were observed in some individuals, potentially related to the high temperature occurring during summer 2022 and 2023. Considering the current climate crisis, long-term monitoring efforts must be made to better understand the dynamics of this species, and photogrammetry has the potential to be a versatile monitoring tool that will contribute to the standardization of methodologies for sponge growth studies. Full article
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16 pages, 2760 KiB  
Article
Ircinia ramosa Sponge Extract (iSP) Induces Apoptosis in Human Melanoma Cells and Inhibits Melanoma Cell Migration and Invasiveness
by Benedetta Romano, Daniela Claudia Maresca, Fabio Somma, Peni Ahmadi, Masteria Yunovilsa Putra, Siti Irma Rahmawati, Giuseppina Chianese, Carmen Formisano, Angela Ianaro and Giuseppe Ercolano
Mar. Drugs 2023, 21(7), 371; https://doi.org/10.3390/md21070371 - 24 Jun 2023
Cited by 2 | Viewed by 2454
Abstract
Marine compounds represent a varied source of new drugs with potential anticancer effects. Among these, sponges, including those belonging to the Irciniidae family, have been demonstrated to exert cytotoxic effects on different human cancer cells. Here, we investigated, for the first time, the [...] Read more.
Marine compounds represent a varied source of new drugs with potential anticancer effects. Among these, sponges, including those belonging to the Irciniidae family, have been demonstrated to exert cytotoxic effects on different human cancer cells. Here, we investigated, for the first time, the therapeutic effect of an extract (referred as iSP) from the sponge, Ircinia ramosa (Porifera, Dictyoceratida, and Irciniidae), on A375 human melanoma cells. We found that iSP impaired A375 melanoma cells proliferation, induced cell death through caspase-dependent apoptosis and arrested cells in the G1 phase of the cell cycle, as demonstrated via both flow cytometry and qPCR analysis. The proapoptotic effect of iSP is associated with increased ROS production and mitochondrial modulation, as observed by using DCF-DHA and mitochondrial probes. In addition, we performed wound healing, invasion and clonogenic assays and found that iSP was able to restrain A375 migration, invasion and clonogenicity. Importantly, we observed that an iSP treatment modulated the expression of the EMT-associated epithelial markers, E-CAD and N-CAD, unveiling the mechanism underlying the effect of iSP in modulating A375 migration and invasion. Collectively, this study provides the first evidence to support the role of Ircinia ramosa sponge extracts as a potential therapeutic resource for the treatment of human melanoma. Full article
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28 pages, 5271 KiB  
Review
Genus Smenospongia: Untapped Treasure of Biometabolites—Biosynthesis, Synthesis, and Bioactivities
by Sabrin R. M. Ibrahim, Sana A. Fadil, Haifa A. Fadil, Rawan H. Hareeri, Hossam M. Abdallah and Gamal A. Mohamed
Molecules 2022, 27(18), 5969; https://doi.org/10.3390/molecules27185969 - 14 Sep 2022
Cited by 3 | Viewed by 2316
Abstract
Marine sponges continue to attract remarkable attention as one of the richest pools of bioactive metabolites in the marine environment. The genus Smenospongia (order Dictyoceratida, family Thorectidae) sponges can produce diverse classes of metabolites with unique and unusual chemical skeletons, including terpenoids (sesqui-, [...] Read more.
Marine sponges continue to attract remarkable attention as one of the richest pools of bioactive metabolites in the marine environment. The genus Smenospongia (order Dictyoceratida, family Thorectidae) sponges can produce diverse classes of metabolites with unique and unusual chemical skeletons, including terpenoids (sesqui-, di-, and sesterterpenoids), indole alkaloids, aplysinopsins, bisspiroimidazolidinones, chromenes, γ-pyrones, phenyl alkenes, naphthoquinones, and polyketides that possessed diversified bioactivities. This review provided an overview of the reported metabolites from Smenospongia sponges, including their biosynthesis, synthesis, and bioactivities in the period from 1980 to June 2022. The structural characteristics and diverse bioactivities of these metabolites could attract a great deal of attention from natural-product chemists and pharmaceuticals seeking to develop these metabolites into medicine for the treatment and prevention of certain health concerns. Full article
(This article belongs to the Special Issue Structural Characterization of Marine-Derived Compounds)
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11 pages, 942 KiB  
Article
Anti-Helicobacter, Antitubercular and Cytotoxic Activities of Scalaranes from the Red Sea Sponge Hyrtios erectus
by Abdulrahman M. Alahdal, Hani Z. Asfour, Safwat A. Ahmed, Ahmad O. Noor, Ahmed M. Al-Abd, Mahmoud A. Elfaky and Sameh S. Elhady
Molecules 2018, 23(4), 978; https://doi.org/10.3390/molecules23040978 - 23 Apr 2018
Cited by 40 | Viewed by 6331
Abstract
The Red Sea specimen of the marine sponge Hyrtios erectus (order Dictyoceratida) was found to contain scalarane-type sesterterpenes. 12-O-deacetyl-12,19-di-epi-scalarin (14), a new scalarane sesterterpenoid, along with fourteen previously-reported scalarane-type sesterterpenes (113 and 15) [...] Read more.
The Red Sea specimen of the marine sponge Hyrtios erectus (order Dictyoceratida) was found to contain scalarane-type sesterterpenes. 12-O-deacetyl-12,19-di-epi-scalarin (14), a new scalarane sesterterpenoid, along with fourteen previously-reported scalarane-type sesterterpenes (113 and 15) have been isolated. The chemical structures of the isolated compounds were elucidated on the basis of detailed 1D and 2D NMR spectral data and mass spectroscopy, as well as by comparison with reported data. The anti-Helicobacter pylori, antitubercular and cytotoxic activities of all fifteen compounds were evaluated to reveal the potency of Compounds 1, 2, 3, 4, 6, 7 and 10. Amongst these, Compounds 1, 3, 4, 6 and 10 displayed a promising bioactivity profile, possessing potent activities in the antitubercular and anti-H. pylori bioassay. Compounds 2 and 7 showed the most promising cytotoxic profile, while Compounds 1 and 10 showed a moderate cytotoxic profile against MCF-7, HCT-116 and HepG2 cell lines. Full article
(This article belongs to the Section Natural Products Chemistry)
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13 pages, 1561 KiB  
Review
Pleiotropic Role of Puupehenones in Biomedical Research
by Beatriz Martínez-Poveda, Ana R. Quesada and Miguel Ángel Medina
Mar. Drugs 2017, 15(10), 325; https://doi.org/10.3390/md15100325 - 21 Oct 2017
Cited by 17 | Viewed by 4902
Abstract
Marine sponges represent a vast source of metabolites with very interesting potential biomedical applications. Puupehenones are sesquiterpene quinones isolated from sponges of the orders Verongida and Dictyoceratida. This family of chemical compounds is composed of a high number of metabolites, including puupehenone, the [...] Read more.
Marine sponges represent a vast source of metabolites with very interesting potential biomedical applications. Puupehenones are sesquiterpene quinones isolated from sponges of the orders Verongida and Dictyoceratida. This family of chemical compounds is composed of a high number of metabolites, including puupehenone, the most characteristic compound of the family. Chemical synthesis of puupehenone has been reached by different routes, and the special chemical reactivity of this molecule has allowed the synthesis of many puupehenone-derived compounds. The biological activities of puupehenones are very diverse, including antiangiogenic, antitumoral, antioxidant, antimicrobial, immunomodulatory and antiatherosclerotic effects. Despite the very important roles described for puupehenones concerning different pathologies, the exact mechanism of action of these compounds and the putative therapeutic effects in vivo remain to be elucidated. This review offers an updated and global view about the biology of puupehenones and their therapeutic possibilities in human diseases such as cancer. Full article
(This article belongs to the Collection Marine Compounds and Cancer)
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34 pages, 2257 KiB  
Review
Cytotoxic Compounds Derived from Marine Sponges. A Review (2010–2012)
by Roberto Mioso, Francisco J. Toledo Marante, Ranilson De Souza Bezerra, Flávio Valadares Pereira Borges, Bárbara V. de Oliveira Santos and Irma Herrera Bravo de Laguna
Molecules 2017, 22(2), 208; https://doi.org/10.3390/molecules22020208 - 28 Jan 2017
Cited by 50 | Viewed by 8979
Abstract
Abstract: This extensive review covers research published between 2010 and 2012 regarding new compounds derived from marine sponges, including 62 species from 60 genera belonging to 33 families and 13 orders of the Demospongia class (Porifera). The emphasis is on the cytotoxic [...] Read more.
Abstract: This extensive review covers research published between 2010 and 2012 regarding new compounds derived from marine sponges, including 62 species from 60 genera belonging to 33 families and 13 orders of the Demospongia class (Porifera). The emphasis is on the cytotoxic activity that bioactive metabolites from sponges may have on cancer cell lines. At least 197 novel chemical structures from 337 compounds isolated have been found to support this work. Details on the source and taxonomy of the sponges, their geographical occurrence, and a range of chemical structures are presented. The compounds discovered from the reviewed marine sponges fall into mainly four chemical classes: terpenoids (41.9%), alkaloids (26.2%), macrolides (8.9%) and peptides (6.3%) which, along with polyketides, sterols, and others show a range of biological activities. The key sponge orders studied in the reviewed research were Dictyoceratida, Haplosclerida, Tetractinellida, Poecilosclerida, and Agelasida. Petrosia, Haliclona (Haplosclerida), Rhabdastrella (Tetractinellida), Coscinoderma and Hyppospongia (Dictyioceratida), were found to be the most promising genera because of their capacity for producing new bioactive compounds. Several of the new compounds and their synthetic analogues have shown in vitro cytotoxic and pro-apoptotic activities against various tumor/cancer cell lines, and some of them will undergo further in vivo evaluation. Full article
(This article belongs to the Section Natural Products Chemistry)
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14 pages, 3010 KiB  
Article
Antiproliferative Scalarane-Based Metabolites from the Red Sea Sponge Hyrtios erectus
by Sameh S. Elhady, Ahmed M. Al-Abd, Ali M. El-Halawany, Abdulrahman M. Alahdal, Hashim A. Hassanean and Safwat A. Ahmed
Mar. Drugs 2016, 14(7), 130; https://doi.org/10.3390/md14070130 - 8 Jul 2016
Cited by 28 | Viewed by 7835
Abstract
Two new sesterterpenes analogs, namely, 12-acetoxy,16-epi-hyrtiolide (1) and 12β-acetoxy,16β-methoxy,20α-hydroxy-17-scalaren-19,20-olide (2), containing a scalarane-based framework along with seven previously reported scalarane-type sesterterpenes (39) have been isolated from the sponge Hyrtios erectus (order Dictyoceratida) collected [...] Read more.
Two new sesterterpenes analogs, namely, 12-acetoxy,16-epi-hyrtiolide (1) and 12β-acetoxy,16β-methoxy,20α-hydroxy-17-scalaren-19,20-olide (2), containing a scalarane-based framework along with seven previously reported scalarane-type sesterterpenes (39) have been isolated from the sponge Hyrtios erectus (order Dictyoceratida) collected from the Red Sea, Egypt. The structures of the isolated compounds were elucidated on the basis of their spectroscopic data and comparison with reported NMR data. Compounds 19 exhibited considerable antiproliferative activity against breast adenocarcinoma (MCF-7), colorectal carcinoma (HCT-116) and hepatocellular carcinoma cells (HepG2). Compounds 3, 5 and 9 were selected for subsequent investigations regarding their mechanism of cell death induction (differential apoptosis/necrosis assessment) and their influence on cell cycle distribution. Full article
(This article belongs to the Collection Bioactive Compounds from Marine Invertebrates)
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13 pages, 555 KiB  
Article
Balibalosides, an Original Family of Glucosylated Sesterterpenes Produced by the Mediterranean Sponge Oscarella balibaloi
by Coralie Audoin, Dominique Bonhomme, Julijana Ivanisevic, Mercedes De la Cruz, Bastien Cautain, Maria Cândida Monteiro, Fernando Reyes, Laurent Rios, Thierry Perez and Olivier P. Thomas
Mar. Drugs 2013, 11(5), 1477-1489; https://doi.org/10.3390/md11051477 - 6 May 2013
Cited by 54 | Viewed by 9981
Abstract
The chemical investigation of the recently described Mediterranean Homoscleromorpha sponge Oscarella balibaloi revealed an original family of five closely related glucosylated sesterterpenes 14, named balibalosides. Their structure elucidation was mainly inferred from NMR and HRMS data analyses. Balibalosides differ by [...] Read more.
The chemical investigation of the recently described Mediterranean Homoscleromorpha sponge Oscarella balibaloi revealed an original family of five closely related glucosylated sesterterpenes 14, named balibalosides. Their structure elucidation was mainly inferred from NMR and HRMS data analyses. Balibalosides differ by the pattern of acetyl substitutions on the three sugar residues linked to the same aglycone sesterterpenoid core. From a biosynthetic perspective, these compounds may represent intermediates in the pathways leading to more complex sesterterpenes frequently found in Dictyoceratida, a sponge Order belonging to Demospongiae, a clade which is phylogenetically distinct from the Homoscleromorpha. While steroid and triterpenoid saponins were already well known from marine sponges, balibalosides are the first examples of glycosilated sesterterpenes. Full article
(This article belongs to the Special Issue Marine Secondary Metabolites)
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15 pages, 357 KiB  
Article
Sterols from the Madagascar Sponge Fascaplysinopsis sp.
by Maurice Aknin, Emmanuelle Gros, Jean Vacelet, Yoel Kashman and Anne Gauvin-Bialecki
Mar. Drugs 2010, 8(12), 2961-2975; https://doi.org/10.3390/md8122961 - 17 Dec 2010
Cited by 13 | Viewed by 11085
Abstract
The sponge Fascaplysinopsis sp. (order Dictyoceratida, Family Thorectidae) from the west coast of Madagascar (Indian Ocean) is a particularly rich source of bioactive nitrogenous macrolides. The previous studies on this organism led to the suggestion that the latter should originate from associated microsymbionts. [...] Read more.
The sponge Fascaplysinopsis sp. (order Dictyoceratida, Family Thorectidae) from the west coast of Madagascar (Indian Ocean) is a particularly rich source of bioactive nitrogenous macrolides. The previous studies on this organism led to the suggestion that the latter should originate from associated microsymbionts. In order to evaluate the influence of microsymbionts on lipid content, 10 samples of Fascaplysinopsis sp. were investigated for their sterol composition. Contrary to the secondary metabolites, the sterol patterns established were qualitatively and quantitatively stable: 14 sterols with different unsaturated nuclei, D5, D7 and D5,7, were identified; the last ones being the main sterols of the investigated sponges. The chemotaxonomic significance of these results for the order Dictyoceratida is also discussed in the context of the literature. The conjugated diene system in D5,7 sterols is known to be unstable and easily photo-oxidized during storage and/or experiments to produce 5a,8a-epidioxy sterols. However, in this study, no 5a,8a-epidioxysterols (or only trace amounts) were observed. Thus, it was supposed that photo-oxidation was avoided thanks to the natural antioxidants detected in Fascaplysinopsis sp. by both the DPPH and b-caroten bleaching assays. Full article
(This article belongs to the Special Issue Marine Lipids)
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22 pages, 369 KiB  
Review
Cytotoxic Terpene Quinones from Marine Sponges
by Marina Gordaliza
Mar. Drugs 2010, 8(12), 2849-2870; https://doi.org/10.3390/md8122849 - 24 Nov 2010
Cited by 112 | Viewed by 14609
Abstract
The 1,4-benzoquinone moiety is a common structural feature in a large number of compounds that have received considerable attention owing to their broad spectrum of biological activities. The cytotoxic and antiproliferative properties of many natural sesquiterpene quinones and hydroquinones from sponges of the [...] Read more.
The 1,4-benzoquinone moiety is a common structural feature in a large number of compounds that have received considerable attention owing to their broad spectrum of biological activities. The cytotoxic and antiproliferative properties of many natural sesquiterpene quinones and hydroquinones from sponges of the order Dictyoceratida, such as avarol, avarone, illimaquinone, nakijiquinone and bolinaquinone, offer promising opportunities for the development of new antitumor agents. The present review summarizes the structure and cytotoxicity of natural terpenequinones/hydroquinones and their bioactive analogues and derivatives. Full article
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52 pages, 398 KiB  
Review
Marine Drugs from Sponge-Microbe Association—A Review
by Tresa Remya A. Thomas, Devanand P. Kavlekar and Ponnapakkam A. LokaBharathi
Mar. Drugs 2010, 8(4), 1417-1468; https://doi.org/10.3390/md8041417 - 22 Apr 2010
Cited by 388 | Viewed by 31847
Abstract
The subject of this review is the biodiversity of marine sponges and associated microbes which have been reported to produce therapeutically important compounds, along with the contextual information on their geographic distribution. Class Demospongiae and the orders Halichondrida, Poecilosclerida and Dictyoceratida are the [...] Read more.
The subject of this review is the biodiversity of marine sponges and associated microbes which have been reported to produce therapeutically important compounds, along with the contextual information on their geographic distribution. Class Demospongiae and the orders Halichondrida, Poecilosclerida and Dictyoceratida are the richest sources of these compounds. Among the microbial associates, members of the bacterial phylum Actinobacteria and fungal division Ascomycota have been identified to be the dominant producers of therapeutics. Though the number of bacterial associates outnumber the fungal associates, the documented potential of fungi to produce clinically active compounds is currently more important than that of bacteria. Interestingly, production of a few identical compounds by entirely different host-microbial associations has been detected in both terrestrial and marine environments. In the Demospongiae, microbial association is highly specific and so to the production of compounds. Besides, persistent production of bioactive compounds has also been encountered in highly specific host-symbiont associations. Though spatial and temporal variations are known to have a marked effect on the quality and quantity of bioactive compounds, only a few studies have covered these dimensions. The need to augment production of these compounds through tissue culture and mariculture has also been stressed. The reviewed database of these compounds is available at www.niobioinformatics.in/drug.php. Full article
(This article belongs to the Special Issue Bioactive Compound from Marine Sponges)
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33 pages, 367 KiB  
Review
Reactivity and Biological Activity of the Marine Sesquiterpene Hydroquinone Avarol and Related Compounds from Sponges of the Order Dictyoceratida
by Dusan Sladic and Miroslav J. Gasic
Molecules 2006, 11(1), 1-33; https://doi.org/10.3390/11010001 - 31 Jan 2006
Cited by 68 | Viewed by 14096
Abstract
A review of results of bioactivity and reactivity examinations of marine sesquiterpene (hydro)quinones is presented. The article is focused mostly on friedo- rearranged drimane structural types, isolated from sponges of the order Dictyoceratida. Examples of structural correlations are outlined. Available results on the [...] Read more.
A review of results of bioactivity and reactivity examinations of marine sesquiterpene (hydro)quinones is presented. The article is focused mostly on friedo- rearranged drimane structural types, isolated from sponges of the order Dictyoceratida. Examples of structural correlations are outlined. Available results on the mechanism of redox processes and examinations of chemo- and regioselectivity in addition reactions are presented and, where possible, analyzed in relation to established bioactivities. Most of the bioactivity examinations are concerned with antitumor activities and the mechanism thereof, such as DNA damage, arylation of nucleophiles, tubulin assembly inhibition, protein kinase inhibition, inhibition of the arachidonic cascade, etc. Perspectives on marine drug development are discussed with respect to biotechnological methods and synthesis. Examples of the recognition of validated core structures and synthesis of structurally simplified compounds retaining modes of activity are analyzed. Full article
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