Toxic furanoeremophilanes from Senecio bonariensis

Four toxic 10αH-9-oxofuranoeremophilanes were isolated and identified from the petroleum ether extract of Senecio bonariensis. Their 13C NMR spectral data, J1,10 Altona calculation and a correlation for 1H NMR (C6D6/CDCl3) are discussed. © Swets & Zeitlinger.

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Detalles Bibliográficos
Autor principal: Pomilio, A.B
Otros Autores: Jares, E.A
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 1997
Acceso en línea:Registro en Scopus
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100 1 |a Pomilio, A.B. 
245 1 0 |a Toxic furanoeremophilanes from Senecio bonariensis 
260 |c 1997 
270 1 0 |m Pomilio, A.B.; PROPLAME-CONICET, Departamento de Química Orgánica, Ciudad Universitaria, 1428 Buenos Aires, Argentina 
506 |2 openaire  |e Política editorial 
504 |a Birnbaum, G.I., Stoessl, A., Grover, S.H., Stothers, J.B., The complete stereostructure of capsidiol. X-ray analysis and 13C Nuclear Magnetic Resonance of eremophilane derivatives having trans-vicinal methyl groups (1974) Can. J. Chem., 52, pp. 993-1005 
504 |a Bohlmann, F., Zdero, C., Natürlich vorkommende Terpen-Derivate XLI. Über neue Sesquiterpene der Gattung Senecio (1974) Chem. Ber., 107, pp. 2912-2922 
504 |a Bohlmann, F., Zdero, C., Neue C10-Säureamide, Furanoeremophilane und andere Inhaltsstoffe aus bolivianische Senecio-Arten (1979) Phytochemistry, 18, pp. 125-128 
504 |a Bohlmann, F., Zdero, C., Grenz, M., Natürlich vorkommende Terpen-Derivate XXXIX. Über die Inhaltsstoffe der Gattung (1974) Euryops. Chem. Ber., 107, pp. 2730-2736 
504 |a Burden, R.S., Loeffler, R.S.T., Rowell, P.M., Bailey, J.A., Kemp, M.S., Cyclodebneyol, a fungitoxic sesquiterpene from TNV infected Nicotiana debneyi (1986) Phytochemistry, 25, pp. 1607-1608 
504 |a Cabrera, A.L., Compuestas (1963) Flora de la Provincia de Buenos Aires, 4 (6 PART), pp. 306-308. , edited by Colección Científica del Instituto Nacional de Tecnología Agropecuaria (INTA), Buenos Aires, Argentina 
504 |a Chalmers, A.A., Coleman, P.C., Rivett, D.E.A., Woolard, G.R., Carbon-13 Nuclear Magnetic Resonance spectroscopy of euryopronol and euryoprol (1980) S. Afr. J. Chem., 33, pp. 1-7 
504 |a Dalling, D.K., Grant, D.M., Carbon-13 Magnetic Resonance. XXI. Steric interactions in the methylcyclohexanes (1972) J. Am. Chem. Soc., 94, pp. 5318-5324 
504 |a Dalling, D.K., Grant, D.M., Paul, E.G., Carbon-13 Magnetic Resonance. XXIII. The methyldecalins (1973) J. Am. Chem. Soc., 95, pp. 3718-3724 
504 |a Flamm, B.L., Pettus Jr., J.A., Sims, J.J., Springer, J.P., Clardy, J., Isolation of epoxydecompostin from Lepidospartum squamatum Gray and its structure revision (1976) Tetrahedron Lett., (31), pp. 2671-2674 
504 |a Gough, J.L., Guthrie, J.P., Stothers, J.B., Stereochemical assignments in steroids by C-13 nuclear magnetic resonance spectroscopy. Configuration of the A/B ring junction (1972) J. Chem. Soc. Chem. Commun., pp. 979-980 
504 |a Guerriero, A., Pietra, F., Furanoeremophilanes from Petarites niveus: High solvolitic reactivity at the C-6β position bearing an α,β-unsaturated ester group (1982) Phytochemistry, 21, pp. 2887-2891 
504 |a Haasnoot, C.A.G., De Leeuw, F.A.A.M., De Leeuw, H.M.P., Altona, C., The relationship between proton-proton NMR coupling constants and substituents electronegativities. Part II. Conformational analysis of the sugar ring in nucleosides and nucleotides in solution using a generalized Karplus equation (1981) Org. Magn. Res., 15, pp. 43-52 
504 |a Hegnauer, R., Compositae (1989) Chemotaxonomie der Pflanzen, 8, pp. 260-319. , Ed. Birkhäuser, Basel, Boston and Berlin 
504 |a Heywood, V.H., Harborne, J.B., Turner, B.L., (1977) The Biology and Chemistry of the Compositae, Vol. 2, Senecioneae, 2, pp. 831-850. , Robins, D.J., Academic Press, London 
504 |a Jares, E.A., (1989) Estudio Químico de Senecio Crassiflorus (Poir.) D.C., Senecio Bonariensis H. et A. y Senecio Viravira Hieron, 243p. , Ph.D. Thesis, No. 2266, Director: Prof. Dr. A.B. Pomilio, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Buenos Aires, Argentina 
504 |a Jares, E.A., Tettamanzi, M.C., Pomilio, A.B., Sitosterol 3-O-β-D-glucuropyranoside from Senecio bonariensis (1990) Phytochemistry, 29, pp. 340-341 
504 |a Jennings, P.W., Reeder, S.K., Hurley, J.C., Caughlan, C.N., Smith, G.D., Isolation and structure elucidation of one of the toxic constituents from Tetradymia glabrata (1974) J. Org. Chem., 39, pp. 3392-3398 
504 |a Jennings, P.W., Hurley, J.C., Reeder, S.K., Holian, A., Lee, P., Caughlan, C.N., Larsen, R.D., Isolation and structure elucidation of the second toxic constituent from Tetradymia glabrata (1976) J. Org. Chem., 41, pp. 4078-4081 
504 |a Nachman, R.J., Tetrahydroligularenolide and related eremophilanes from Senecio aureus (1983) Phytochemistry, 22, pp. 780-782 
504 |a Page Jr., T.F., Alger, T., Grant, D.M., The Carbon-13 Nuclear Magnetic Resonance of furan, pyrrole, thiophene, and some of their methyl derivatives (1965) J. Am. Chem. Soc., 87, pp. 5333-5339 
504 |a Samek, Z., Harmatha, J., Novotny, L., Sorm, F., Terpenes. CCII. Absolute configuration of adenostylone, neoadenostylone, and isoadenostylone from Adenostyles attiariae and decompostine from Cacalia decomposita (1969) Collect. Czech. Chem. Commun., 34, pp. 2792-2808 
504 |a Tada, M., Sato, T., Takahashi, T., Tori, K., Horibe, I., Kuriyama, K., Conformational equilibria of eremophilanes, naturally occurring cis-decalin derivatives, studied by NMR and CD spectroscopy (1981) J. Chem. Soc., Perkin I, pp. 2695-2701 
504 |a Villarroel, L., Torres, R., Gavin, J., Reina, M., De La Fuente, G., 9-oxo-10αH-furanoeremophilanes from Senecio chilensis and Senecio patagonicus (1991) J. Nat. Prod., 54, pp. 588-590 
504 |a Wehrly, F.W., Nishida, T., The use of C-13 Nuclear Magnetic Resonance Spectroscopy in Natural Products Chemistry (1979) Fortschr. Chem. Org. Naturst., 36, pp. 1-229. , founded by Zechmeister. Herzw. Grisebach, H. and Kirby, G.W 
520 3 |a Four toxic 10αH-9-oxofuranoeremophilanes were isolated and identified from the petroleum ether extract of Senecio bonariensis. Their 13C NMR spectral data, J1,10 Altona calculation and a correlation for 1H NMR (C6D6/CDCl3) are discussed. © Swets & Zeitlinger.  |l eng 
593 |a PROPLAME-CONICET, Departamento de Química Orgánica, Ciudad Universitaria, 1428 Buenos Aires, Argentina 
690 1 0 |a 13C NMR DATA 
690 1 0 |a 1H NMR (C6D6/CDCL3) 
690 1 0 |a FURANOEREMOPHILANES 
690 1 0 |a J1,10 ALTONA CALCULATION 
690 1 0 |a SENECIO BONARIENSIS 
690 1 0 |a TOXIC 
700 1 |a Jares, E.A. 
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