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Abstract:

Four new sulfated asterosaponins, designated as cosmasterosides A [1], B [2], C [4], and D [5], have been isolated from the Atlantic starfish Cosmasterias lurida along with large amounts of the pentaglycoside ophidianoside F [3] and the minor component forbeside H [6], previously isolated from Ophidiaster ophidianus and Asterias forbesi, respectively. Cosmasteroside A [1] contains the same oligosaccharide chain as ophidianoside F [31 and a (2OS)-5α-cholesta- 9(11),24-diene-3β,6α,20-triol-3β-sulfated aglycone. Cosmasterosides B [2], C [4], and D [5] are based on the known aglycone, thornasterol A, and differ in the number and type of monosaccharide components of the carbohydrate chain. Cosmasteroside B [2] contains a novel oligosaccharide chain that differs from that of ophidianoside F [3] by the replacement of the quinovose unit attached to C-6 of the steroidal aglycone by glucose. The tetraglycosides cosmasterosides C [4] and D [5] are structurally related to ophidianoside F [3] and cosmasteroside B [2], respectively, by the loss of a terminal fucose unit. © 1994, American Chemical Society. All rights reserved.

Registro:

Documento: Artículo
Título:Starfish saponins, Part 2. Steroidal oligoglycosides from the starfish cosmasterias lurida
Autor:Roccatagliata, A.J.; Maier, M.S.; Seldes, A.M.; Iorizzi, M.; Minale, L.
Filiación:Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Ciudad Universitaria, Pabellón 2, 1428 Buenos Aires, Argentina
Università degli Studi del Molise, 86100 Campobasso, Italy
Dipartimento di Chimica delle Sostanze Naturali, Università di Napoli “Federico II”, 80131 Napoli, Italy
Palabras clave:glycoside; saponin; steroid; article; asterias; drug isolation; drug structure; drug synthesis; Animal; Carbohydrate Sequence; Female; Glycosides; Magnetic Resonance Spectroscopy; Molecular Sequence Data; Oligosaccharides; Ovary; Saponins; Starfish; Support, Non-U.S. Gov't; Asterias; Asterias forbesii; Asteroidea; Ophidiaster ophidianus
Año:1994
Volumen:57
Número:6
Página de inicio:747
Página de fin:754
DOI: http://dx.doi.org/10.1021/np50108a010
Título revista:Journal of Natural Products
Título revista abreviado:J. Nat. Prod.
ISSN:01633864
CAS:Glycosides; Oligosaccharides; Saponins
Registro:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v57_n6_p747_Roccatagliata

Referencias:

  • Minale, L., Riccio, R., Zollo, F., Progress in the Chemistry of Organic Natural Products (1993), 62, p. 75. , Ed. by W. Herz, G.W. Kirby, W. Steglich, and Ch. Tamm, Springier Verlag, New York; Casapullo, A., Finamore, E., Minale, L., Zollo, F., Carré, J.B., Debitus, C., Laurent, D., Galdiero, F., (1993) J. Nat. Prod., 56, p. 105
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Citas:

---------- APA ----------
Roccatagliata, A.J., Maier, M.S., Seldes, A.M., Iorizzi, M. & Minale, L. (1994) . Starfish saponins, Part 2. Steroidal oligoglycosides from the starfish cosmasterias lurida. Journal of Natural Products, 57(6), 747-754.
http://dx.doi.org/10.1021/np50108a010
---------- CHICAGO ----------
Roccatagliata, A.J., Maier, M.S., Seldes, A.M., Iorizzi, M., Minale, L. "Starfish saponins, Part 2. Steroidal oligoglycosides from the starfish cosmasterias lurida" . Journal of Natural Products 57, no. 6 (1994) : 747-754.
http://dx.doi.org/10.1021/np50108a010
---------- MLA ----------
Roccatagliata, A.J., Maier, M.S., Seldes, A.M., Iorizzi, M., Minale, L. "Starfish saponins, Part 2. Steroidal oligoglycosides from the starfish cosmasterias lurida" . Journal of Natural Products, vol. 57, no. 6, 1994, pp. 747-754.
http://dx.doi.org/10.1021/np50108a010
---------- VANCOUVER ----------
Roccatagliata, A.J., Maier, M.S., Seldes, A.M., Iorizzi, M., Minale, L. Starfish saponins, Part 2. Steroidal oligoglycosides from the starfish cosmasterias lurida. J. Nat. Prod. 1994;57(6):747-754.
http://dx.doi.org/10.1021/np50108a010