Abstract:
From leaves of Jaborosa bergii five new withanolides were isolated and studied by spectroscopic (1H and 13C NMR, MS) and chemical methods. The new products were characterized as the epoxylactol and epoxylactone derivatives of 27-deoxy-2,3-dihydrojaborosalactone A having hydroxyl groups at C-14β and C-17β (jaborosalactol M and jaborosalactone M), the corresponding 2,3-dehydro derivatives, and the related 2,3-4,5-didehydro-6β-hydroxyepoxylactol (jaborosalactol N). The 14β,17β-dihydroxywithanolides have not been previously reported. © 1988.
Registro:
Documento: |
Artículo
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Título: | 14β,17β-dihydroxywithanolides from Jaborosa bergii |
Autor: | Monteagudo, E.S.; Burton, G.; Gonzalez, C.M.; Oberti, J.C.; Gros, E.G. |
Filiación: | Departamento de Química Orgánica, UMYMFOR, Facultad de Ciencias Exactas y Naturales, Pab. 2 Ciudad Universitaria, 1428 Buenos Aires, Argentina Departamento de Química Orgánica, IMBIV, Facultad de Ciencias Químicas, Casilla 61, 5016 Córdoba, Argentina
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Palabras clave: | 14β,17β-dihydroxywithanolides; Jaborosa bergii; jaborosalactol M; jaborosalactol N.; jaborosalactone M; Solanaceae |
Año: | 1988
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Volumen: | 27
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Número: | 12
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Página de inicio: | 3925
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Página de fin: | 3928
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DOI: |
http://dx.doi.org/10.1016/0031-9422(88)83046-2 |
Título revista: | Phytochemistry
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Título revista abreviado: | Phytochemistry
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ISSN: | 00319422
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CODEN: | PYTCA
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Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_00319422_v27_n12_p3925_Monteagudo |
Referencias:
- Hunziker, (1979) Linn. Soc. Symp. Ser., 7, p. 60
- Burton, Veleiro, Gros, (1982) J. Chromatogr., 248, p. 472
- Bates, Morehead, Structure of Nic-2, a major steroidal constituent of the insect repellent plant Nicandra physaloides (1974) Journal of the Chemical Society, Chemical Communications, p. 125
- Glotter, Abraham, Günzberg, Kirson, (1974) J. Chem. Soc. Perkin Trans. I, p. 341
- Gottlieb, Kirson, 13C NMR spectroscopy of the withanolides and other highly oxygenated C28 steroids (1981) Organic Magnetic Resonance, 16, p. 20
- Nittala, Lavie, (1981) Phytochemistry, 12, p. 2741
- Glotter, Sahai, Kirson, Glottlieb, Physapubenolide and pubescenin, two new ergostane-type steroids from Physalis pubescens L. (Solanaceae) (1985) Journal of the Chemical Society, Perkin Transactions 1, p. 2241
- Glotter, Krinsky, Kirson, Reactions of Nic-1 (nicandrenone), a naturally occurring ring-D-aromatic steroid (1976) Journal of the Chemical Society, Perkin Transactions 1, p. 669
- Kirson, Gottlieb, (1980) J. Chem. Res. (M), p. 4275
- Tschesche, Schwang, Fehlhaber, Snatzke, (1966) Tetrahedron, 22, p. 1129
Citas:
---------- APA ----------
Monteagudo, E.S., Burton, G., Gonzalez, C.M., Oberti, J.C. & Gros, E.G.
(1988)
. 14β,17β-dihydroxywithanolides from Jaborosa bergii. Phytochemistry, 27(12), 3925-3928.
http://dx.doi.org/10.1016/0031-9422(88)83046-2---------- CHICAGO ----------
Monteagudo, E.S., Burton, G., Gonzalez, C.M., Oberti, J.C., Gros, E.G.
"14β,17β-dihydroxywithanolides from Jaborosa bergii"
. Phytochemistry 27, no. 12
(1988) : 3925-3928.
http://dx.doi.org/10.1016/0031-9422(88)83046-2---------- MLA ----------
Monteagudo, E.S., Burton, G., Gonzalez, C.M., Oberti, J.C., Gros, E.G.
"14β,17β-dihydroxywithanolides from Jaborosa bergii"
. Phytochemistry, vol. 27, no. 12, 1988, pp. 3925-3928.
http://dx.doi.org/10.1016/0031-9422(88)83046-2---------- VANCOUVER ----------
Monteagudo, E.S., Burton, G., Gonzalez, C.M., Oberti, J.C., Gros, E.G. 14β,17β-dihydroxywithanolides from Jaborosa bergii. Phytochemistry. 1988;27(12):3925-3928.
http://dx.doi.org/10.1016/0031-9422(88)83046-2