Withanolides from Vassobia lorentzii

Eight new withanolides were isolated from the aerial parts of Vassobia lorentzii and characterized by spectroscopic methods and with the aid of molecular modeling. The compounds were identified as (17S,20R,22R)-5β,6β:18,20-diepoxy-18-hydroxy-1-oxowitha-2,5,24-trienolide (1); (17S,20R,22R)-18,20-epox...

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Autor principal: Misico, R.I
Otros Autores: Gil, R.R, Oberti, J.C, Veleiro, A.S, Burton, G.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 2000
Acceso en línea:Registro en Scopus
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024 7 |2 scopus  |a 2-s2.0-0033753895 
024 7 |2 cas  |a withanolide, 40326-62-3; Antimalarials; Ergosterol, 57-87-4; Lactones 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a JNPRD 
100 1 |a Misico, R.I. 
245 1 0 |a Withanolides from Vassobia lorentzii 
260 |c 2000 
270 1 0 |m Burton, G.; Dept. de Quimica Organica, Facul. de Ciencias Exactas y Nat., Universidad de Buenos Aires, Pabellon 2, 1428 Buenos Aires, Argentina; email: burton@qo.fcen.uba.ar 
506 |2 openaire  |e Política editorial 
504 |a Hunziker, A.T., (1984) Kurtziana, 17, pp. 91-118 
504 |a Silva, G.L., Burton, G., Oberti, J.C., (1999) J. Nat. Prod., 62, pp. 949-953 
504 |a Glotter, E., Kirson, I., Abraham, A., Subramanian, S.S., Sethi, P.D., (1975) J. Chem. Soc., Perkin Trans. 1, pp. 1370-1374 
504 |a Ray, A.B., Gupta, M., (1994) Prog. Chem. Org. Nat. Prod., 63, pp. 1-106 
504 |a Conta, A.G., Albonico, S.M., Juliani, H.R., (1971) An. Asoc. Quim. Argent., 59, pp. 373-375 
504 |a Kupchan, S.M., Anderson, W.K., Bollinger, P., Doskotch, R.W., Smith, R.M., Saenz Renauld, J.A., Schnols, H.K., Smith, D.H., (1969) J. Org. Chem., 34, pp. 3858-3866 
504 |a Nittala, S.S., Lavie, D., (1981) Phytochemistry, 20, pp. 2735-2739 
504 |a Shingu, K., Miyagawa, M., Yahara, S., Nohara, T., (1993) Chem. Pharm. Bull., 41, pp. 1873-1875 
504 |a Sinha, S.C., Ray, A.B., Oshima, Y., Bagchi, A., Hikino, H., (1987) Phytochemistry, 26, pp. 2115-2117 
504 |a Raffauf, R.F., Shemluck, M.J., Lequesne, P.W., (1991) J. Nat. Prod., 54, pp. 1601-1606 
520 3 |a Eight new withanolides were isolated from the aerial parts of Vassobia lorentzii and characterized by spectroscopic methods and with the aid of molecular modeling. The compounds were identified as (17S,20R,22R)-5β,6β:18,20-diepoxy-18-hydroxy-1-oxowitha-2,5,24-trienolide (1); (17S,20R,22R)-18,20-epoxy-4β,18-dihydroxy-1-oxowitha-2,5,24-trienolide (2); (17S,18R,20R,22R)-4β-hydroxy-18,20-epoxy-18-methoxy-1-oxowitha-2,5,24-trieno lide (3); (17S,18S,20R,22R)-4β-hydroxy-18,20-epoxy-18-methoxy-1-oxowitha-2,5,24-trieno lide (4); (17S,20R,22R)-4β-hydroxy-18,20-epoxy-1,18-dioxowitha-2,5,24-trienolide (5); (17S,18R,20R,22R)-18,20-epoxy-18-methoxy-1,4-dioxowitha-2,5,24-trienolide (6); (17S,18S,20R,22R)-18,20-epoxy-18-methoxy-1,4-dioxowitha-2,5,24-trienolide (7); and (17S,20R,22R)-5β,6β-epoxy-4β,18,20-trihydroxy-1-oxowitha-2,24-dienolide (8). Compounds 1 and 2 were obtained as epimeric mixtures at C-18.  |l eng 
593 |a Departamento de Química Orgánica and IMBIV, Facultad de Ciencias Químicas, Universidad Nacional de Córdoba, 5000 Córdoba, Argentina 
593 |a Departamento de Química Orgánica, Facultad de Ciencias Exactas y Naturales, Universidad de Buenos Aires, Pabellón 2, Ciudad Universitaria, 1428 Buenos Aires, Argentina 
690 1 0 |a 18,20 EPOXY 18 METHOXY 1,4 DIOXOWITHA 2,5,24 TRIENOLIDE 
690 1 0 |a 18,20 EPOXY 4BETA,18 DIHYDROXY 1 OXOWITHA 2,5,24 TRIENOLIDE 
690 1 0 |a 4BETA HYDROXY 18,20 EPOXY 1,18 DIOXOWITHA 2,5,24 TRIENOLIDE 
690 1 0 |a 4BETA HYDROXY 18,20 EPOXY 18 METHOXY 1 OXOWITHA 2,5,24 TRIENOLIDE 
690 1 0 |a 5BETA,6BETA EPOXY 4BETA,18,20 TRIHYDROXY 1 OXOWITHA 2,24 DIENOLIDE 
690 1 0 |a 5BETA,6BETA:18,20 DIEPOXY 18 HYDROXY 1 OXOWITHA 2,5,24 TRIENOLIDE 
690 1 0 |a PLANT EXTRACT 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a VASSOBIA LORENTZII EXTRACT 
690 1 0 |a WITHANOLIDE 
690 1 0 |a ARTICLE 
690 1 0 |a CHEMICAL STRUCTURE 
690 1 0 |a CHEMOTAXONOMY 
690 1 0 |a EXTRACTION 
690 1 0 |a ISOMER 
690 1 0 |a MOLECULAR MODEL 
690 1 0 |a NONHUMAN 
690 1 0 |a SPECTROSCOPY 
690 1 0 |a ANIMALS 
690 1 0 |a ANTIMALARIALS 
690 1 0 |a ERGOSTEROL 
690 1 0 |a HUMANS 
690 1 0 |a LACTONES 
690 1 0 |a MAGNETIC RESONANCE SPECTROSCOPY 
690 1 0 |a PLASMODIUM FALCIPARUM 
690 1 0 |a SOLANACEAE 
690 1 0 |a VASSOBIA 
700 1 |a Gil, R.R. 
700 1 |a Oberti, J.C. 
700 1 |a Veleiro, A.S. 
700 1 |a Burton, G. 
773 0 |d 2000  |g v. 63  |h pp. 1329-1332  |k n. 10  |p J. Nat. Prod.  |x 01633864  |t Journal of Natural Products 
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856 4 0 |u https://doi.org/10.1021/np000022z  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_01633864_v63_n10_p1329_Misico  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v63_n10_p1329_Misico  |y Registro en la Biblioteca Digital 
961 |a paper_01633864_v63_n10_p1329_Misico  |b paper  |c PE 
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