Abstract:
Four new withanolides [1—4] have been isolated from the aerial parts of Jaborosa sativa. Jaborosalactones R[1], S[2], and T [3] contain a hemiketal (or ketal) ring formed between a 21-hydroxyl and a 12-ketone and the characteristic δ-lactone side-chain of the withanolides. Jaborosalactone U [4] possesses an epoxy-γ-lactone side-chain and was identified as the 24,25-epoxy analogue of trechonolide A [5]. © 1995, American Chemical Society. All rights reserved.
Registro:
Documento: |
Artículo
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Título: | Novel withanolides from jaborosa sativa |
Autor: | Bonetto, G.M.; Gil, R.R.; Oberti, J.C.; Veleiro, A.S.; Burton, G. |
Filiación: | Departamento de Química Orgánica and IMBIV, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Casilla 61, (5016) Córdoba, Argentina Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Ciudad Universitaria, Pabellón 2, (1428) Buenos Aires, Argentina
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Palabras clave: | jaborosalactone r; jaborosalactone s; jaborosalactone t; jaborosalactone u; trechonolide a; unclassified drug; withanolide; Argentina; article; drug conformation; drug isolation; drug structure; medicinal plant; nonhuman; stereochemistry; Jaborosa; Jaborosa sativa |
Año: | 1995
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Volumen: | 58
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Número: | 5
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Página de inicio: | 705
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Página de fin: | 711
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DOI: |
http://dx.doi.org/10.1021/np50119a008 |
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_n5_p705_Bonetto |
Referencias:
- Hunziker, A.T., (1979) Linn. Soc. Symp. Ser., 7, p. 60
- Tschesche, R., Schwang, H., Legler, G., (1966) Tetrahedron, 22, p. 1121
- Tschesche, R., Baumgarth, M., Welzel, P., (1968) Tetrahedron, 24, p. 5169
- Tschesche, R., Annen, K., Welzel, P., (1971) Chem. Ber., 104, p. 3556
- Lavie, D., Gottlieb, H.E., Pestchanker, M.J., Giordano, O.S., (1986) Phytochemistry, 25, p. 1765
- Monteagudo, E.S., Burton, G., Gros, E.G., Gonzalez, C.M., Oberti, J.C., (1989) Phytochemistry, 28, p. 2514
- Veleiro, A.S., Trocca, C.E., Burton, G., Oberti, J.C., (1992) Phytochemistry, 31, p. 2550
- Monteagudo, E.S., Burton, G., Gonzalez, C., Oberti, J.C., (1988) Phytochemistry, 27, p. 3925
- Monteagudo, E.S., Oberti, J.C., Gros, E.G., Burton, G., (1990) Phytochemistry, 29, p. 993
- Lavie, D., Besalle, R., Pestchanker, M.J., Gottlieb, H.E., Frolow, F., Giordano, O.S., (1987) Phytochemistry, 26, p. 1791
- Fajardo, V., Freyer, A., Minard, R., Shamma, M., (1987) Tetrahedron, 43, p. 3875
- Parvez, M., Fajardo, V., Shamma, M., (1988) Acta Crystallogr, C44, p. 553
- Fajardo, V., Podesta, F., Shamma, M., Freyer, A.J., (1991) J. Nat. Prod., 54, p. 554
- Carcamo, C., Fajardo, V., Tojo, E., (1993) Heterocycles, 36, p. 1771
- Glotter, E., (1991) Nat. Prod., Rep., 415C
- Haasnoot, C.A.G., de Leew, F.A.A.M., Altona, C., (1980) Tetrahedron, 36, p. 2783
- Besalle, R., Lavie, D., (1992) Phytochemistry, 31, p. 3648
- Shingu, K., Yahara, S., Nohara, T., Okabe, H., (1992) Chem. Pharm. Bull., 40, p. 2088
- Luis, J.G., Echeverri, F., Quinones, W., Gonzalez, A.G., Torres, F., Cardona, G., Archbold, R., Perales, A., (1994) Tetrahedron, 50, p. 1217
- Gupta, M., Manickam, M., Sinha, S.C., Sinha-Bagchi, A., Ray, A.B., (1992) Phytochemistry, 31, p. 2423
- Manickam, M., Awasthi, S.B., Oshima, Y., Hisamichi, K., Takeshita, M., Sahai, M., Ray, A.B., (1994) J. Chem. Res. (S), p. 306
- Gupta, M., Bagchi, A., Ray, A.B., (1991) J. Nat. Prod., 54, p. 599
- Manickam, M., Sinha-Bagchi, A., Sinha, S.C., Gupta, M., Ray, A.B., (1993) Phytochemistry, 34, p. 869
- Farboodniay Jahromi, M.A., Manickam, M., Gupta, M., Oshima, Y., Hatakeyama, S., Ray, A.B., (1993) J. Chem. Res. (S), p. 234
Citas:
---------- APA ----------
Bonetto, G.M., Gil, R.R., Oberti, J.C., Veleiro, A.S. & Burton, G.
(1995)
. Novel withanolides from jaborosa sativa. Journal of Natural Products, 58(5), 705-711.
http://dx.doi.org/10.1021/np50119a008---------- CHICAGO ----------
Bonetto, G.M., Gil, R.R., Oberti, J.C., Veleiro, A.S., Burton, G.
"Novel withanolides from jaborosa sativa"
. Journal of Natural Products 58, no. 5
(1995) : 705-711.
http://dx.doi.org/10.1021/np50119a008---------- MLA ----------
Bonetto, G.M., Gil, R.R., Oberti, J.C., Veleiro, A.S., Burton, G.
"Novel withanolides from jaborosa sativa"
. Journal of Natural Products, vol. 58, no. 5, 1995, pp. 705-711.
http://dx.doi.org/10.1021/np50119a008---------- VANCOUVER ----------
Bonetto, G.M., Gil, R.R., Oberti, J.C., Veleiro, A.S., Burton, G. Novel withanolides from jaborosa sativa. J. Nat. Prod. 1995;58(5):705-711.
http://dx.doi.org/10.1021/np50119a008