Abstract:
A new steroid, 5α-cholestane-3β,5,6β,15α,26-pentol 26-sulfate [3], has been isolated from the starfish Luidia ludwigi. This compound co-occurs with two known asterosaponins, acanthaglycosides B and C, and two polyhydroxysteroids [1 and 2], isolated previously from the starfish Myxoderma platyacanthum. The structure of the new metabolite was determined from spectral data (1H- and 13C-nmr and fabms) and chemical transformations. The configuration of C-25 was determined by correlating 1H-nmr data of chiral esters of 3 with those of related steroids. © 1995, American Chemical Society. All rights reserved.
Registro:
Documento: |
Artículo
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Título: | A novel marine steroidal sulfate from the starfish luidia ludwigi |
Autor: | Roccatagliata, A.J.; Maier, M.S.; Seldes, A.M. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2. Ciudad Universitaria, 1428 Buenos Aires, Argentina
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Palabras clave: | 5alpha cholestane 3beta,5,6beta,15alpha,26 pentol 26 sulfate; acanthaglycoside b; acanthaglycoside c; asterosaponin; polyhydroxysteroid; saponin derivative; steroid; unclassified drug; article; asterias; carbon nuclear magnetic resonance; controlled study; drug isolation; drug structure; fast atom bombardment mass spectrometry; nonhuman; proton nuclear magnetic resonance |
Año: | 1995
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Volumen: | 58
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Número: | 12
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Página de inicio: | 1941
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Página de fin: | 1944
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DOI: |
http://dx.doi.org/10.1021/np50126a024 |
Título revista: | Journal of Natural Products
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Título revista abreviado: | J. Nat. Prod.
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ISSN: | 01633864
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v58_n12_p1941_Roccatagliata |
Referencias:
- D'Auria, M.V., Minale, L., Riccio, R., (1993) Chem. Rev., 93, p. 1839
- Maier, M.S., Roccatagliata, A.J., Seldes, A.M., (1993) J. Nat. Prod., 56, p. 939
- Roccatagliata, A.J., Maier, M.S., Seldes, A.M., Iorizzi, M., Minale, L., (1994) J. Nat. Prod., 57, p. 747
- Irakura, Y., Komori, T., (1986) Liebigs Ann. Chem., p. 499
- Iorizzi, M., Minale, L., Riccio, R., Yasumoto, T., (1992) J. Nat. Prod., 55, p. 866
- Finamore, E., Minale, L., Riccio, R., Reinaldo, G., Zollo, F., (1991) J. Org. Chem., 56, p. 1146
- Iorizzi, M., De Riccardis, F., Minale, L., Palagiano, E., Riccio, R., Debitus, C., Duhet, D., (1994) J. Nat. Prod., 57, p. 1361
- D'Auria, M.V., Riccio, R., Minale, L., La Barre, S., Pusset, J., (1987) J. Org. Chem., 52, p. 3947
- Maier, M.S., Seldes, A.M., Gros, E.G., (1991) Magn. Reson. Chem., 29, p. 137
- Tachibana, K., Sakaitani, M., Nakanashi, K., (1985) Tetrahedron, 41, p. 1027
- D'Auria, M.V., De Riccardis, F., Minale, L., Riccio, R., (1990) J. Chem. Soc. Perkin Trans. I, p. 2889
- Oh, S., Butler, W.M., Koreeda, M., (1989) J. Org. Chem., 54, p. 4499
Citas:
---------- APA ----------
Roccatagliata, A.J., Maier, M.S. & Seldes, A.M.
(1995)
. A novel marine steroidal sulfate from the starfish luidia ludwigi. Journal of Natural Products, 58(12), 1941-1944.
http://dx.doi.org/10.1021/np50126a024---------- CHICAGO ----------
Roccatagliata, A.J., Maier, M.S., Seldes, A.M.
"A novel marine steroidal sulfate from the starfish luidia ludwigi"
. Journal of Natural Products 58, no. 12
(1995) : 1941-1944.
http://dx.doi.org/10.1021/np50126a024---------- MLA ----------
Roccatagliata, A.J., Maier, M.S., Seldes, A.M.
"A novel marine steroidal sulfate from the starfish luidia ludwigi"
. Journal of Natural Products, vol. 58, no. 12, 1995, pp. 1941-1944.
http://dx.doi.org/10.1021/np50126a024---------- VANCOUVER ----------
Roccatagliata, A.J., Maier, M.S., Seldes, A.M. A novel marine steroidal sulfate from the starfish luidia ludwigi. J. Nat. Prod. 1995;58(12):1941-1944.
http://dx.doi.org/10.1021/np50126a024