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Nobuhiro Fusetani - One of the best experts on this subject based on the ideXlab platform.
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mycapolyols a f new cytotoxic metabolites of mixed biogenesis from the marine sponge Mycale izuensis1
Organic Letters, 2005Co-Authors: Preecha Phuwapraisirisan, Shigeki Matsunaga, Nobuhiro FusetaniAbstract:[structure: see text]. Mycapolyols A-F (1-6), six new unusual PKS/NRPS metabolites, were isolated from the marine sponge Mycale izuensis. The gross structures were elucidated by analysis of spectroscopic data, while the stereochemistry was established using chemical method and the universal NMR database.
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Utilization of marine invertebrates as resource for bioactive metabolites: isolation of new mycalolides and calyculins
More Efficient Utilization of Fish and Fisheries Products - Proceedings of the International Symposium on the occasion of the 70th anniversary of the , 2004Co-Authors: Shigeki Matsunaga, Nobuhiro FusetaniAbstract:Abstract As a result of our study toward exploration of Japanese marine invertebrates as a source of secondary metabolites of biomedical importance, we have discovered mycalolides from marine sponges of the genus Mycale and calyculins from the marine sponge Discodermia calyx . Mycalolides were discovered as potent cytotoxins against KB cell line and later shown to be actin-depolymerizing agents. Calyculins were isolated as inhibitors against the development of fertilized sea urchin embryo and turned out to be potent inhibitors of protein phosphatases 1 and 2A. The discovery and structure elucidation of several novel metabolites in these classes are described.
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mycaperoxide h a new cytotoxic norsesterterpene peroxide from a thai marine sponge Mycale sp
Journal of Natural Products, 2003Co-Authors: Preecha Phuwapraisirisan, Shigeki Matsunaga, Nobuhiro Fusetani, Nilnaj Chaitanawisuti, Sirusa Kritsanapuntu, Piamsak MenasvetaAbstract:Mycaperoxide H, a new cyclic norsesterterpene peroxide, was isolated from a Thai marine sponge Mycale sp. The structure of mycaperoxide H was deduced by spectroscopic and chemical analysis. Mycaperoxide H was cytotoxic against HeLa cells with an IC50 value of 0.8 μg/mL.
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isolation of a new mycalolide from the marine sponge Mycale izuensis
Journal of Natural Products, 2002Co-Authors: Preecha Phuwapraisirisan, Rob W. M. Van Soest, Shigeki Matsunaga, Nobuhiro FusetaniAbstract:Bioassay-directed fractionation of the lipophilic extract of the marine sponge Mycale izuensis led to the isolation of cytotoxic mycalolides including a new compound, 30,32-dihydroxymycalolide A (1). Its structure including absolute stereochemistry was deduced by spectroscopic and chemical methods. Compound 1 was cytotoxic against HeLa cells with an IC(50) value of 2.6 ng/mL.
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new mycalolides from the marine sponge Mycale magellanica and their interconversion
Journal of Natural Products, 1998Co-Authors: Shigeki Matsunaga, Takeo Sugawara, Nobuhiro FusetaniAbstract:Three new macrolides, 30-hydroxymycalolide A (4), 32-hydroxymycalolide A (5), and 38-hydroxymycalolide B (6), were isolated from the marine sponge Mycale magellanica. Their structures were assigned on the basis of spectroscopic data. They were cytotoxic against L1210 cells with IC50 values of 0.019, 0.013, and 0.015 μg/mL, respectively. Chemical interconversion of the known mycalolides A−C (1−3) with 4−6 established their stereochemical relationships.
Shigeki Matsunaga - One of the best experts on this subject based on the ideXlab platform.
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miuramides a and b trisoxazole macrolides from a Mycale sp marine sponge that induce a protrusion phenotype in cultured mammalian cells
Journal of Natural Products, 2018Co-Authors: Rei Suo, Kentaro Takada, Hisanori Kohtsuka, Yuji Ise, Shigeru Okada, Shigeki MatsunagaAbstract:Morphology-guided cell-based screening of the extract of a Mycale sp. marine sponge led to the isolation of two trisoxazole macrolides, miuramides A (1) and B (2), which induced characteristic morphological changes in 3Y1 cells. The structure of 1 including absolute configuration was elucidated by a combination of the analysis of spectroscopic data, derivatization, and degradation. Both compounds exhibit potent cytotoxicity against 3Y1 cells.
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Miuramides A and B, Trisoxazole Macrolides from a Mycale sp. Marine Sponge That Induce a Protrusion Phenotype in Cultured Mammalian Cells
2018Co-Authors: Rei Suo, Kentaro Takada, Hisanori Kohtsuka, Yuji Ise, Shigeru Okada, Shigeki MatsunagaAbstract:Morphology-guided cell-based screening of the extract of a Mycale sp. marine sponge led to the isolation of two trisoxazole macrolides, miuramides A (1) and B (2), which induced characteristic morphological changes in 3Y1 cells. The structure of 1 including absolute configuration was elucidated by a combination of the analysis of spectroscopic data, derivatization, and degradation. Both compounds exhibit potent cytotoxicity against 3Y1 cells
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mycapolyols a f new cytotoxic metabolites of mixed biogenesis from the marine sponge Mycale izuensis1
Organic Letters, 2005Co-Authors: Preecha Phuwapraisirisan, Shigeki Matsunaga, Nobuhiro FusetaniAbstract:[structure: see text]. Mycapolyols A-F (1-6), six new unusual PKS/NRPS metabolites, were isolated from the marine sponge Mycale izuensis. The gross structures were elucidated by analysis of spectroscopic data, while the stereochemistry was established using chemical method and the universal NMR database.
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Utilization of marine invertebrates as resource for bioactive metabolites: isolation of new mycalolides and calyculins
More Efficient Utilization of Fish and Fisheries Products - Proceedings of the International Symposium on the occasion of the 70th anniversary of the , 2004Co-Authors: Shigeki Matsunaga, Nobuhiro FusetaniAbstract:Abstract As a result of our study toward exploration of Japanese marine invertebrates as a source of secondary metabolites of biomedical importance, we have discovered mycalolides from marine sponges of the genus Mycale and calyculins from the marine sponge Discodermia calyx . Mycalolides were discovered as potent cytotoxins against KB cell line and later shown to be actin-depolymerizing agents. Calyculins were isolated as inhibitors against the development of fertilized sea urchin embryo and turned out to be potent inhibitors of protein phosphatases 1 and 2A. The discovery and structure elucidation of several novel metabolites in these classes are described.
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mycaperoxide h a new cytotoxic norsesterterpene peroxide from a thai marine sponge Mycale sp
Journal of Natural Products, 2003Co-Authors: Preecha Phuwapraisirisan, Shigeki Matsunaga, Nobuhiro Fusetani, Nilnaj Chaitanawisuti, Sirusa Kritsanapuntu, Piamsak MenasvetaAbstract:Mycaperoxide H, a new cyclic norsesterterpene peroxide, was isolated from a Thai marine sponge Mycale sp. The structure of mycaperoxide H was deduced by spectroscopic and chemical analysis. Mycaperoxide H was cytotoxic against HeLa cells with an IC50 value of 0.8 μg/mL.
Eduardo Hajdu - One of the best experts on this subject based on the ideXlab platform.
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high similarity in the microbiota of cold water sponges of the genus Mycale from two different geographical areas
PeerJ, 2018Co-Authors: Cesar A Cardenas, Eduardo Hajdu, Marcelo Gonzalezaravena, Alejandro Font, Jon Thomassen Hestetun, Nicole Trefault, Maja Malmberg, Erik BongcamrudloffAbstract:Sponges belonging to genus Mycale are common and widely distributed across the oceans and represent a significant component of benthic communities in term of their biomass, which in many species is largely composed by bacteria. However, the microbial communities associated with Mycale species inhabiting different geographical areas have not been previously compared. Here, we provide the first detailed description of the microbiota of two Mycale species inhabiting the sub-Antarctic Magellan region (53°S) and the Western Antarctic Peninsula (62-64°S), two geographically distant areas (>1,300 km) with contrasting environmental conditions. The sponges Mycale (Aegogropila) magellanica and Mycale (OxyMycale) acerata are both abundant members of benthic communities in the Magellan region and in Antarctica, respectively. High throughput sequencing revealed a remarkable similarity in the microbiota of both sponge species, dominated by Proteobacteria and Bacteroidetes, with both species sharing more than 74% of the OTUs. In contrast, 16% and 10% of the OTUs were found only in either M. magellanica or M. acerata, respectively. Interestingly, despite slight differences in the relative abundance, the most dominant OTUs were present in both species, whereas the unique OTUs had very low abundances (less than 1% of the total abundance). These results show a significant overlap among the microbiota of both Mycale species and also suggest the existence of a low level of specificity of the most dominant symbiont groups.
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Resumo: Os poríferos dos recifes do Estado de Alagoas (nord...
2016Co-Authors: Victor Ribeiro Cedro, Eduardo Hajdu, Monica Dorigo CorreiaAbstract:Biota Neotrop., vol. 11, no. 1 Mycale alagoana sp.nov. and two new formal records of Porifera (Demospongiae, Poecilosclerida) from the shallow-water reefs of Alagoas (Brazil
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NMDS analysis of bacterial microbiota of sponges from different environments.
2015Co-Authors: Susana Rodríguez-marconi, Eduardo Hajdu, Rodrigo De La Iglesia, Beatriz Díez, Cássio A. Fonseca, Nicole TrefaultAbstract:Analysis is based on Bray-Curtis similarities of relative abundances at phylum-level. Circles indicate similarity level of 75% based on hierarchical cluster analysis. Polar: MyxB: Myxilla (Burtonanchora) sp.; Clat: Clathria sp.; uDem: undetermined Demospongiae; Kvar: Kirkpatrickia variolosa; Htor: Hymeniacidon torquata; Lant: Leucetta Antarctica; HalG: Haliclona (Gellius) sp.; Mann: Megaciella annectens. Tropical: Eform: Erylus formosus; Acra: Aiolochroia crassa; Aful: Aplysina fulva; Acauli: Aplysina cauliformis; Eferox: Ectyoplasia ferox; Pinter: Placospongia intermedia; Hvan: Haliclona vansoesti; Ccari: Chondrilla caribensis; Cmol: Chalinula molitba; Htub: Haliclona tubifera; Mlax: Mycale laxissima;Xboc: Xestospongia bocatorensis; Nere: Niphates erecta; Acomp: Amphimedon compressa; Mlae: Mycale laevis; Aerina: Amphimedon erina; Tignis:Tedania ignis; Dethe: Dysidea etheria. Warm-temperate: Rodor: Rhopaloeides odorabile; Iram: Ircinia ramosa; Herec: Hyrtios erectus; Xtest: Xestospongia testudinaria; Caus: Cinachyrella australiensis, Sdiver: Suberites diversicolor. Cold-temperate: Rram: Raspailia ramosa; Sstup: Stelligera stuposa.
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Mycale alagoana sp.nov. and two new formal records of Porifera (Demospongiae, Poecilosclerida) from the shallow-water reefs of Alagoas (Brazil)
Biota Neotropica, 2011Co-Authors: Victor Ribeiro Cedro, Eduardo Hajdu, Monica Dorigo CorreiaAbstract:The Porifera occurring at Alagoas State reefs (north-eastern Brazil) are still little-known, with few species listed and even fewer formally described. From a total of 48 species recorded from the state, only eight belong to the Poecilosclerida, including those (re)described in this study. Here we describe a new species, Mycale (Mycale) alagoana sp.nov., and redescribe two species: Lissodendoryx (Lissodendoryx) isodictyalis (Carter, 1882) and Mycale (Naviculina) diversisigmata Van Soest, 1984, both first formal redescriptions from the Southwestern Atlantic. Additionally, Mycale (Aegogropila) escarlatei Hajdu et al., 1995 is here reported from Alagoas for the first time, in discussing the difficulties inherent to recognition in the field of small crustose Mycalids with neatly reticulated surfaces.
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In vivo study of microsclere formation in sponges of the genus Mycale (Demospongiae, Poecilosclerida)
Zoomorphology, 2002Co-Authors: Márcio R. Custódio, Eduardo Hajdu, Guilherme MuricyAbstract:The process of microsclere secretion was examined in vivo through glass coverslip implants in three species of the genus Mycale from Sao Sebastiao channel, southeastern Brazil: Mycale (Aegogropila) angulosa, Mycale (Arenochalina) laxissima, and Mycale (Carmia) microsigmatosa. All three species adhered well to coverslips and developed normally through at least 2 weeks. Similar experiments with different species (Cinachyrella alloclada, Amphimedon viridis, Haliclona melana, and Aplysina caissara) were also successful with one exception (the cartilaginous Chondrilla nucula), indicating that the method can be applied to most demosponges. Microsclerocyte size varied according to the type of microsclere secreted, but all were elongated to fusiform and had small, anucleolated nuclei. Spicules were transported by microsclerocytes alone, without any other cell type ("helper cells") involved. Secretion of a microsclere was performed by a single sclerocyte. Although some axial filaments were found free in the mesohyl, all microsclere secretion in these animals was fully intracellular. Normal axial filaments were observed in most types of microscleres of the Mycale species (sigmas, toxas, and microxeas). Timed observations of sclerocytes suggest that immature spicules with the aspect of short straight rods with thick ends might be the precursors of the anisochelae. Observed differences in the size versus number of toxa secreted may indicate either the presence of two distinct subpopulations of toxa-producing microsclerocytes or that the initial number of axial filaments at the beginning of silica deposition may determine the final size of the spicules. Although other microscleres such as sigmas and chelae are secreted in a one cell–one spicule basis, several toxas and microxeas can be secreted simultaneously in a single cell.
Peter T Northcote - One of the best experts on this subject based on the ideXlab platform.
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peloruside e 22 norpeloruside a a pelorusane macrolide from the new zealand marine sponge Mycale hentscheli retains microtubule stabilizing properties
Journal of Natural Products, 2018Co-Authors: Sa Weon Hong, John H Miller, Jonathan A Singh, Vimal Patel, Euan R Russell, Jessica J Field, Peter T NorthcoteAbstract:A new peloruside congener, peloruside E (5), has been isolated in sub-milligram quantities from a specimen of the New Zealand marine sponge Mycale hentscheli. The structure of 5 differs from the parent compound peloruside A (1) by replacement of the C-10 gem-dimethyl moiety with a monomethyl substituent and represents the first structural deviation in the pelorusane scaffold. Peloruside E (5) is potently antiproliferative (HL-60, IC50 90 nM, cf. 1, 19 nM) and polymerizes purified tubulin, albeit at a rate lower than that of 1.
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Peloruside E (22-Norpeloruside A), a Pelorusane Macrolide from the New Zealand Marine Sponge Mycale hentscheli, Retains Microtubule-Stabilizing Properties
2018Co-Authors: Sa Weon Hong, John H Miller, Jonathan A Singh, Vimal Patel, Euan R Russell, Jessica J Field, Peter T NorthcoteAbstract:A new peloruside congener, peloruside E (5), has been isolated in sub-milligram quantities from a specimen of the New Zealand marine sponge Mycale hentscheli. The structure of 5 differs from the parent compound peloruside A (1) by replacement of the C-10 gem-dimethyl moiety with a monomethyl substituent and represents the first structural deviation in the pelorusane scaffold. Peloruside E (5) is potently antiproliferative (HL-60, IC50 90 nM, cf. 1, 19 nM) and polymerizes purified tubulin, albeit at a rate lower than that of 1
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peloruside b a potent antitumor macrolide from the new zealand marine sponge Mycale hentscheli isolation structure total synthesis and bioactivity
ChemInform, 2010Co-Authors: Jonathan A Singh, Lyndon M West, Peter T Northcote, John H Miller, Anja Wilmes, Ariane Chan, Ernest Hamel, Arun K GhoshAbstract:Peloruside B (2), a natural congener of peloruside A (1), was isolated in sub-milligram quantities from the New Zealand marine sponge Mycale hentscheli. Peloruside B promotes microtubule polymerization and arrests cells in the G2/M phase of mitosis similar to paclitaxel, and its bioactivity was comparable to that of peloruside A. NMR-directed isolation, structure elucidation, structure confirmation by total synthesis, and bioactivity of peloruside B are described in this article. The synthesis features Sharpless dihydroxylation, Brown’s asymmetric allylboration reaction, reductive aldol coupling, Yamaguchi macrolactonization, and selective methylation.
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peloruside a a potent cytotoxic macrolide isolated from the new zealand marine sponge Mycale sp
ChemInform, 2000Co-Authors: Lyndon M West, Peter T Northcote, Chris N BattershillAbstract:A novel, polyoxygenated, pyranose ring containing 16-membered macrolide peloruside A (1) exhibiting cytotoxic activity in the nanomolar range was isolated from the New Zealand marine sponge Mycale sp. The structure of 1 and relative stereochemistry of the 10 stereogenic centers were determined on a 3 mg sample using a variety of spectroscopic methods. Compound 1 was isolated along with the previously reported cytotoxins mycalamide A (2) and pateamine (3) from a single specimen of this sponge.
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mycalamide d a new cytotoxic amide from the new zealand marine sponge Mycale species
Journal of Natural Products, 2000Co-Authors: Lyndon M West, Peter T Northcote, K A Hood, John H Miller, Michael J PageAbstract:A new mycalamide, mycalamide D (3), has been isolated from the New Zealand marine sponge Mycale sp. This new metabolite, in which the C13-O-methyl group of mycalamide A (1) is replaced by a hydrogen atom, was found to be cytotoxic to a range of mammalian cell lines, with a potency approximately 20-fold less than that of 1.
Joseph R. Pawlik - One of the best experts on this subject based on the ideXlab platform.
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SPONGE RESEARCH DEVELOPMENTS Phenotypic variability in the Caribbean Orange Icing sponge Mycale laevis (Demospongiae: Poecilosclerida)
2016Co-Authors: Tse-lynn Loh, Bongkeun Song, Joseph R. PawlikAbstract:Abstract Sponge species may present several mor-photypes, but sponges that are morphologically similar can be separate species. We investigated morpholog-ical variation in Mycale laevis, a common Caribbean reef sponge. Four morphotypes of M. laevis have been observed (1) orange, semi-cryptic, (2) orange, massive, (3) white, semi-cryptic, and (4) white, massive. Samples of M. laevis were collected from Key Largo, Florida, the Bahamas Islands, and Bocas del Toro, Panama. Fragments of the 18S and 28S rRNA ribosomal genes were sequenced and subjected to phylogentic analyses together with sequences obtained for 11 other Mycale species and additional sequences retrieved from GenBank. Phylogenetic analyses con-firmed that the genus Mycale is monophyletic within the Order Poecilosclerida, although the subgenus Aegogropila is polyphyletic and the subgenus Mycale is paraphyletic. All 4 morphotypes formed a mono-phyletic group within Mycale, and no genetic differ-ences were observed among them. Spicule lengths did not differ among the 4 morphotypes, but the dominant megasclere in samples collected from Florida and the Bahamas was the strongyle, while those from Panama had subtylostyles. Our data suggest that the 4 morpho-types constitute a single species, but further studies would be necessary to determine whether skeletal variability is due to phentotypic or genotypic plasticity
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Phenotypic variability in the Caribbean Orange Icing sponge Mycale laevis (Demospongiae: Poecilosclerida)
Hydrobiologia, 2011Co-Authors: Tse-lynn Loh, Bongkeun Song, Susanna López-legentil, Joseph R. PawlikAbstract:Sponge species may present several morphotypes, but sponges that are morphologically similar can be separate species. We investigated morphological variation in Mycale laevis, a common Caribbean reef sponge. Four morphotypes of M. laevis have been observed (1) orange, semi-cryptic, (2) orange, massive, (3) white, semi-cryptic, and (4) white, massive. Samples of M. laevis were collected from Key Largo, Florida, the Bahamas Islands, and Bocas del Toro, Panama. Fragments of the 18S and 28S rRNA ribosomal genes were sequenced and subjected to phylogentic analyses together with sequences obtained for 11 other Mycale species and additional sequences retrieved from GenBank. Phylogenetic analyses confirmed that the genus Mycale is monophyletic within the Order Poecilosclerida, although the subgenus Aegogropila is polyphyletic and the subgenus Mycale is paraphyletic. All 4 morphotypes formed a monophyletic group within Mycale, and no genetic differences were observed among them. Spicule lengths did not differ among the 4 morphotypes, but the dominant megasclere in samples collected from Florida and the Bahamas was the strongyle, while those from Panama had subtylostyles. Our data suggest that the 4 morphotypes constitute a single species, but further studies would be necessary to determine whether skeletal variability is due to phentotypic or genotypic plasticity.
