Abstract:
From the water-insoluble lipid fraction of the methylene chloride/methanol extract of the starfish Cosmasterias lurida, two new glucosylceramides together with a known glucosylceramide, ophidiacerebroside E, were isolated by chromatographic procedures and characterized by spectroscopic (1H and 13C nuclear magnetic resonance, mass spectrometry) methods. The new compounds were identified as (2S, 3R, 4E, 8E, 10E)-1 -(β- D-glucopyranosyloxy)-3-hydroxy-2-[(R)-2-hydroxyheptadecanoyl)amino]-9- methyl-4,8,10-octadecatriene (3) and (2S, 3R, 4E, 8E, 10E)-1-(β-D- glucopyranosyloxy)-3-hydroxy-2-[(R)-2-hydroxyoctadecanoyl)amino]-9-methyl- 4,8,10-octadecatriene (4).
Registro:
Documento: |
Artículo
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Título: | Isolation and structure of glucosylceramides from the starfish Cosmasterias lurida |
Autor: | Maier, M.S.; Kuriss, A.; Seldes, A.M. |
Filiación: | Depto. de Quim. Orgánica, Fac. de Ciencias Exactas y Naturales, Ciudad Universitaria, 1428 Buenos Aires, Argentina
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Palabras clave: | 1 [(beta dextro glucopyranosyloxy) 3 hydroxy 2 (2 hydroxyheptadecanoyl)amino] 9 methyl 4,8,10 octadecatriene; 1 [(beta dextro glucopyranosyloxy) 3 hydroxy 2 (2 hydroxyoctadecanoyl)amino] 9 methyl 4,8,10 octadecatriene; glucosylceramide; ophidiacerebroside e; unclassified drug; animal cell; animal tissue; article; Asterias; chemical composition; isolation procedure; lipid analysis; lipid solubility; mass spectrometry; nonhuman; nuclear magnetic resonance; Animalia; Asterias; Asteroidea |
Año: | 1998
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Volumen: | 33
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Número: | 8
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Página de inicio: | 825
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Página de fin: | 827
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DOI: |
http://dx.doi.org/10.1007/s11745-998-0277-8 |
Título revista: | Lipids
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Título revista abreviado: | Lipids
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ISSN: | 00244201
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CODEN: | LPDSA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00244201_v33_n8_p825_Maier |
Referencias:
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- Babu, U.V., Bhandari, S.P.S., Garg, H.S., Temnosides A and B, Two New Glycosphingolipids from the Sea Urchin Temnopleurus toreumaticus of the Indian Coast (1997) J. Nat. Prod., 60, pp. 732-734
- Higuchi, R., Inagaki, M., Togawa, K., Miyamoto, T., Komori, T., Isolation and Structure of Cerebrosides from the Sea Cucumber Pentacta australis (1994) Liebigs Ann. Chem., pp. 653-658
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- Maier, M.S., Roccatagliata, A.J., Seldes, A.M., Two Novel Steroidal Glycoside Sulfates from the Starfish Cosmasterias lurida (1993) J. Nat. Prod., 56, pp. 939-942
- Roccatagliata, A.J., Maier, M.S., Seldes, A.M., Iorizzi, M., Minale, L., Starfish Saponins, Part 2. Steroidal Oligoglycosides from the Starfish Cosmasterias lurida (1994) J. Nat. Prod., 57, pp. 747-754
- Kamano, Y., Higuchi, R., Isobe, R., Komori, T., Isolation and Structure of New Cerebrosides (1988) Liebigs Ann. Chem., pp. 19-24
- Higuchi, R., Jhou, J.X., Inukai, K., Komori, T., Isolation and Structure of Six New Cerebrosides, Asteriacerebrosides A-F, and Two Known Cerebrosides, Astrocerebroside A and Acanthacerebroside C (1991) Liebigs Ann. Chem., pp. 745-752
- Vincenti, M., Guglielmetti, G., Cassani, G., Tonini, C., Determination of Double Bond Position in Diunsaturated Compounds by Mass Spectrometry of Dimethyl Disulfide Derivatives (1987) Anal. Chem., 59, pp. 694-699
- Breitmaier, E., (1987) Carbon-13 NMR Spectroscopy, 3rd Edn., pp. 108-116. , VCH, Weinheim
- Ojika, M., Yoshino, G., Sakagami, Y., Novel Ceramide 1-Sulfates, Potent DNA Topoisomerase I Inhibitors Isolated from the Bryozoa Watersipora cucullata (1997) Tetrahedron Lett., 38, pp. 4235-4238
Citas:
---------- APA ----------
Maier, M.S., Kuriss, A. & Seldes, A.M.
(1998)
. Isolation and structure of glucosylceramides from the starfish Cosmasterias lurida. Lipids, 33(8), 825-827.
http://dx.doi.org/10.1007/s11745-998-0277-8---------- CHICAGO ----------
Maier, M.S., Kuriss, A., Seldes, A.M.
"Isolation and structure of glucosylceramides from the starfish Cosmasterias lurida"
. Lipids 33, no. 8
(1998) : 825-827.
http://dx.doi.org/10.1007/s11745-998-0277-8---------- MLA ----------
Maier, M.S., Kuriss, A., Seldes, A.M.
"Isolation and structure of glucosylceramides from the starfish Cosmasterias lurida"
. Lipids, vol. 33, no. 8, 1998, pp. 825-827.
http://dx.doi.org/10.1007/s11745-998-0277-8---------- VANCOUVER ----------
Maier, M.S., Kuriss, A., Seldes, A.M. Isolation and structure of glucosylceramides from the starfish Cosmasterias lurida. Lipids. 1998;33(8):825-827.
http://dx.doi.org/10.1007/s11745-998-0277-8