Cultured Marine Dinoflagellate Amphidinium Research Articles

Amphirionin-5, a novel linear polyketide from a cultured marine dinoflagellate Amphidinium species with a potent cell proliferation-promoting activity

A novel linear polyketide, amphirionin-5 (1), has been isolated from the cultivated algal cells of the benthic dinoflagellate Amphidinium sp. (strain KCA09053), and the structure was elucidated on the basis of detailed analyses of 1D and 2D NMR data. Amphirionin-5 (1) resulted in a 282% increase in the proliferation of murine bone-marrow derived stromal ST-2 cells and 320% increase in the proliferation of murine osteoblastic MC3T3-E1 cells.

ChemInform Abstract: Colopsinols B and C, New Long Chain Polyhydroxy Compounds from Cultured Marine Dinoflagellate Amphidinium sp.

Colopsinols B (1) and C (2), unique polyhydroxy compounds consisting of a C53-linear aliphatic chain with three C1 branches, three ether rings, six hydroxy groups, a glucoside moiety, and a sulfate ester have been isolated from the cultured marine dinoflagellate Amphidinium sp. The structures of 1 and 2 were elucidated on the basis of extensive NMR techniques as well as FABMS/MS data of the peroxide (3) of 2.

The cytotoxicity of lingshuiol: A comparative study with amphidinol 2 on membrane permeabilizing activities

The cytotoxicity of lingshuiol, a novel polyhydroxy compound with a linear carbon-chain isolated from the cultured marine dinoflagellate Amphidinium sp., and that of amphidinol 2 (AM2) was compared with hepatocytes. Both lingshuiol and AM2 were toxic to primary rat hepatocytes with IC 50 values of 0.21 and 6.4 μM, respectively. Meanwhile, lingshuiol or AM2 caused a rapid mitochondrial swelling and leakage of Ca 2+, underlying the change in permeability of mitochondria. Cyclosporin A, a specific inhibitor of mitochondrial permeability transition (MPT), could not affect these effects, indicating that CsA-sensitive MPT was not involved in the permeabilizing effects of lingshuiol or AM2. Sytox green tests further demonstrated that lingshuiol had a much stronger permeabilizing activity than AM2. Taken together, these results disclosed that lingshuiol had potent membrane permeabilizing activities, which might account for its cytotoxic effect.

Amphezonol A, a Novel Polyhydroxyl Metabolite from Marine Dinoflagellate Amphidinium sp.

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Amphezonol A, a novel polyhydroxyl metabolite from marine dinoflagellate Amphidinium sp.

Amphezonol A ( 1), a novel polyhydroxyl linear carbon-chain metabolite, has been isolated from the cultured marine dinoflagellate Amphidinium sp., which was isolated from an Okinawan marine acoel flatworm Amphiscolops sp. The structure of 1 was elucidated by detailed analyses of 2D NMR spectra. Amphezonol A ( 1) possesses one tetrahydrofuran ring, two tetrahydropyran rings, and twenty-one hydroxyl groups on C 60-linear aliphatic chain with one exo-methylene and one methyl branch. Amphezonol A ( 1) exhibited a modest inhibitory activity against DNA polymerase α.

Luteophanol D, New Polyhydroxyl Metabolite from Marine Dinoflagellate Amphidinium sp.

Luteophanol D (1), a new polyhydroxyl linear carbon-chain metabolite, has been isolated from the cultured marine dinoflagellate Amphidinium sp., which was isolated from Okinawan marine acoel flatworm Pseudaphanostoma luteocoloris. The structure of 1 was elucidated by detailed analyses of 2D NMR spectra. Luteophanol D (1) possesses two tetrahydropyran rings and twenty-three hydroxyl groups on C63-linear aliphatic chain with one exo-methylene and two methyl branches.

A New Unsaturated Glycoglycerolipid from a Cultured Marine Dinoflagellate Amphidinium carterae.

AbstractFor Abstract see ChemInform Abstract in Full Text.

A New Unsaturated Glycoglycerolipid from a Cultured Marine Dinoflagellate Amphidinium carterae

From the cultured marine dinoflagellate Amphidinium carterae, a new unsaturated glycoglycerolipid (2S)-1,2-O-6,9,12,15-dioctadecatetraenoyl-3-O-[alpha-D-galactopyranosyl-(1''''-->6''')-O-beta-D-galactopyranosyl]-glycerol (1), has been isolated together with two known saturated ones, (2S)-1,2-distearoyl-3-O-(6-sulpho-alpha-D-quinovopyranosyl)-glycerol (2) and (2S)-1-stearoyl-3-O-(6-sulpho-alpha-D-quinovopyranosyl)-glycerol (3). Their structures were elucidated on the basis of chemical and spectral data.

Lingshuiol, a Novel Polyhydroxyl Compound with Strongly Cytotoxic Activity from the Marine Dinoflagellate Amphidinium sp.

A novel polyhydroxy compound with a linear carbon-chain, lingshuiol (1), had been isolated from the cultured marine dinoflagellate Amphidinium sp. Its structure was elucidated by extensive analysis of 2D NMR spectral data. Lingshuiol possessed a powerful cytotoxic activity against A-549 and HL-60 cells in vitro with the IC50 of 0.21 and 0.23 muM, respectively. (C) 2004 Elsevier Ltd. All rights reserved.

Lingshuiol, a novel polyhydroxyl compound with strongly cytotoxic activity from the marine dinoflagellate Amphidinium sp

A novel polyhydroxy compound with a linear carbon-chain, lingshuiol ( 1), had been isolated from the cultured marine dinoflagellate Amphidinium sp. Its structure was elucidated by extensive analysis of 2D NMR spectral data. Lingshuiol possessed a powerful cytotoxic activity against A-549 and HL-60 cells in vitro with the IC 50 of 0.21 and 0.23 μM, respectively.

Colopsinols D and E, new polyhydroxyl linear carbon chain compounds from marine dinoflagellate Amphidinium sp.

Colopsinols D (1) and E (2), two new polyhydroxyl linear carbon chain compounds, have been isolated from the cultured marine dinoflagellate Amphidinium sp. The structures of 1 and 2 were elucidated on the basis of two-dimensional NMR and FAB-MS/MS data.

New Monogalactosyl Triacylglycerol from a Cultured Marine Dinoflagellate amphidinium Sp.

A new monogalactosyl triacylglycerol has been isolated from the artificial cultures of the dinoflagellate Amphidinium sp. Its structure was determined through the interpretation of 2D-NMR spectral data and chemical degradation. The relative steieochemistry is proposed on the basis of ROESY data.

Colopsinol A, a Novel Polyhydroxyl Metabolite from Marine Dinoflagellate Amphidinium sp.

Colopsinol A (1), a novel polyhydroxyl compound, has been isolated from the cultured marine dinoflagellate Amphidinium sp., from which a number of cytotoxic macrolides, amphidinolides, have been obtained to date, and the gross structure of 1 was elucidated on the basis of extensive spectroscopic analyses including recent 2D NMR techniques of CH(2)-selected editing HSQC as well as FABMS/MS experiments and chemical means. Colopsinol A (1), C(71)H(119)O(25)SNa, is the first member of a new class of polyketide natural products possessing a gentiobioside moiety and a sulfate ester. The polyketide aglycon consisted of a C(56)-linear aliphatic chain with one exo-methylene and two methyl branches as well as two ketones, five hydroxyl groups, and a tetrahydropyran and two epoxide rings.

Colopsinols B and C, new long chain polyhydroxy compounds from cultured marine dinoflagellate Amphidinium sp.

Colopsinols B (1) and C (2), unique polyhydroxy compounds consisting of a C53-linear aliphatic chain with three C1 branches, three ether rings, six hydroxy groups, a glucoside moiety, and a sulfate ester have been isolated from the cultured marine dinoflagellate Amphidinium sp. The structures of 1 and 2 were elucidated on the basis of extensive NMR techniques as well as FABMS/MS data of the peroxide (3) of 2.

Luteophanols B and C, new polyhydroxyl compounds from marine dinoflagellate Amphidinium sp.

Luteophanols B ( 1) and C ( 2), new polyhydroxyl linear carbon-chain compounds, have been isolated from the cultured marine dinoflagellate Amphidinium sp. The structures of 1 and 2 were elucidated by detailed analyses of two-dimensional NMR data containing HMBC, HMQC-RELAY, CH 2-selected E-HSQC, and CH 2-selected E-HSQC-TOCSY.

Luteophanol A, a New Polyhydroxyl Compound from Symbiotic Marine Dinoflagellate Amphidinium sp.

Luteophanol A (1), a new polyhydroxy linear carbon-chain compound, has been isolated from the cultured marine dinoflagellate Amphidinium sp. which was isolated from the Okinawan marine acoel flatworm Pseudaphanostoma luteocoloris. The structure was elucidated by extensive analyses of 2D NMR spectra including PFG-HMBC, HSQC-HOHAHA, and INADEQUATE as well as FABMS/MS data. Luteophanol A (1) possesses a sulfate ester, two tetrahydropyrans, and nineteen hydroxyl groups on C57-linear aliphatic chain with one exo-methylene and two methyl branches.

Studies on the macrolides from marine dinoflagellate Amphidinium sp.: Structures of amphidinolides R and S and a succinate feeding experiment

Abstract Two new cytotoxic macrolides, amphidinolides R (1) and S (2), were isolated from the cultured marine dinoflagellate Amphidinium sp. and their structures including absolute configuration were elucidated on the basis of spectroscopic data as well as chemical experiments. In a feeding experiment of 13C-labeled succinic acid into a culture of Amphidinium sp., no enrichment of the 13C NMR signal intensity of any carbon of amphidinolide J (3), the most abundant macrolide in this dinoflagellate, was observed.

Amphidinolide Q, a novel 12-membered macrolide from the cultured marine dinoflagellate Amphidinium sp

Amphidinolide Q ( 1), a novel cytotoxic 12-membered macrolide having an unprecedented carbon-skeleton, was isolated from the cultured marine dinoflagellate Amphidinium sp. and the structure elucidated on the basis of spectroscopic data.

Isolation of Apo-9'-fucoxanthinone from the Cultured Marine Dinoflagellate Amphidinium sp.

ADVERTISEMENT RETURN TO ISSUEPREVArticleNEXTIsolation of Apo-9'-fucoxanthinone from the Cultured Marine Dinoflagellate Amphidinium sp.Yukiko Doi, Masami Ishibashi, Naoko Yamaguchi, and Jun'ichi KobayashiCite this: J. Nat. Prod. 1995, 58, 7, 1097–1099Publication Date (Print):July 1, 1995Publication History Published online1 July 2004Published inissue 1 July 1995https://doi.org/10.1021/np50121a020RIGHTS & PERMISSIONSArticle Views233Altmetric-Citations22LEARN ABOUT THESE METRICSArticle Views are the COUNTER-compliant sum of full text article downloads since November 2008 (both PDF and HTML) across all institutions and individuals. These metrics are regularly updated to reflect usage leading up to the last few days.Citations are the number of other articles citing this article, calculated by Crossref and updated daily. Find more information about Crossref citation counts.The Altmetric Attention Score is a quantitative measure of the attention that a research article has received online. Clicking on the donut icon will load a page at altmetric.com with additional details about the score and the social media presence for the given article. Find more information on the Altmetric Attention Score and how the score is calculated. Share Add toView InAdd Full Text with ReferenceAdd Description ExportRISCitationCitation and abstractCitation and referencesMore Options Share onFacebookTwitterWechatLinked InReddit PDF (183 KB) Get e-Alerts Get e-Alerts

Absolute stereochemistry of amphidinolide B

The absolute stereochemistry of amphidinolide B ( 1), a potent cytotoxic 26-membered macrolide isolated from the cultured marine dinoflagellate Amphidinium sp., has been established as 8 S, 9 S, 11 R, 16 R, 18 S, 21 R, 22 S, 23 R, and 25 S, on the basis of enantiospecific synthesis of a degradation product ( 2).