Six new spiranoid withanolides, (20R,22R,23S)-5α-chloro-6β,12β,17β, 22-tetrahydroxy-1-oxo-12,23-cycloergosta-2,24-dien-26,23-olide (2), (20R,22R,23S)-5β,6β-epoxy-12β,17β, 22-trihydroxy-1-oxo-12,23-cycloergosta-2,24-dien-26,23-olide (3), (20R,22R,23S)-5β,6β-epoxy-4β,12β,17β, 22-tetrahydroxy-1-oxo-12,23-cycloergosta-2,24-dien-26,23-olide (4), (20R,22R,23S)-5α,6β,12β,17β, 22-pentahydroxy-1-oxo-12,23-cycloergosta-2,24-dien-26,23-olide (5), (20R,22R,23S)-6β,12β,17β,22-tetrahydroxy-5α -methoxy-1-oxo-12,23-cycloergosta-2,24-dien-26,23-olide (6), and (20R,22R,23S)-6β,12β,17β, 22-tetrahydroxy-2α,5α-epidioxy-1-oxo-12, 23-cycloergosta-3,24-dien-26,23-olide (7), were isolated from the leaves of Jaborosa odonelliana. Compounds 2-7 were characterized by a combination of spectroscopic methods (1D and 2D NMR, MS) and molecular modeling.
Documento: | Artículo |
Título: | Spiranoid withanolides from Jaborosa odonelliana |
Autor: | Cirigliano, A.M.; Veleiro, A.S.; Oberti, J.C.; Burton, G. |
Filiación: | Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria (1428) Buenos Aires, Argentina Departamento de Química Orgánica, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, Casilla 61, (5016) Córdoba, Argentina |
Palabras clave: | jaborosalactone 10; jaborosalactone 11; jaborosalactone 12; jaborosalactone 13; jaborosalactone 14; jaborosalactone 15; jaborosalactone P; unclassified drug; withanolide; article; carbon nuclear magnetic resonance; drug isolation; Jaborosa odonelliana; mass spectrometry; molecular model; nonhuman; plant; plant leaf; proton nuclear magnetic resonance; Animals; Argentina; Carcinoma, Hepatocellular; Chromatography, Liquid; Drug Screening Assays, Antitumor; Feeding Behavior; Lactones; Mass Spectrometry; Mice; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Plant Leaves; Plants, Medicinal; Solanaceae; Stereoisomerism; Tribolium; Tumor Cells, Cultured; Jaborosa |
Año: | 2002 |
Volumen: | 65 |
Número: | 7 |
Página de inicio: | 1049 |
Página de fin: | 1051 |
DOI: | http://dx.doi.org/10.1021/np0200109 |
Título revista: | Journal of Natural Products |
Título revista abreviado: | J. Nat. Prod. |
ISSN: | 01633864 |
CODEN: | JNPRD |
CAS: | withanolide, 40326-62-3; Lactones |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v65_n7_p1049_Cirigliano |