18,20-Hemiacetal-type and other withanolides from Dunalia brachyacantha

Two Dunalia brachyacantha specimens collected at different locations in Argentina were investigated separately. The 18,20-hemiacetal-type withanolides (17S,20R,22R,24S,25R)-4β-acetyloxy-5β,6β:18,20-diepoxy-18- hydroxy-1-oxowitha-2-enolide (1) and (17S,20R,22R)-4β-acetyloxy- 5β,6β:18,20-diepoxy-18-hy...

Descripción completa

Guardado en:
Detalles Bibliográficos
Autor principal: Silva, G.L
Otros Autores: Burton, G., Oberti, J.C
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 1999
Materias:
Acceso en línea:Registro en Scopus
DOI
Handle
Registro en la Biblioteca Digital
Aporte de:Registro referencial: Solicitar el recurso aquí
LEADER 04887caa a22006737a 4500
001 PAPER-2628
003 AR-BaUEN
005 20230518203204.0
008 190411s1999 xx ||||fo|||| 00| 0 eng|d
024 7 |2 scopus  |a 2-s2.0-0032769162 
024 7 |2 cas  |a withanolide, 40326-62-3 
040 |a Scopus  |b spa  |c AR-BaUEN  |d AR-BaUEN 
030 |a JNPRD 
100 1 |a Silva, G.L. 
245 1 0 |a 18,20-Hemiacetal-type and other withanolides from Dunalia brachyacantha 
260 |c 1999 
270 1 0 |m Oberti, J.C.; Departamento de Quimica Organica, IMBIV, Universidad Nacional de Cordoba, Ciudad Universitaria, 5000 Cordoba, Argentina 
506 |2 openaire  |e Política editorial 
504 |a Ray, A.B., Gupta, M., (1994) Prog. Chem. Org. Nat. Prod., 63, pp. 1-106 
504 |a Srivastava, C., Siddiqui, I.R., Singh, J., Tiwari, H.P., (1992) J. Indian Chem. Soc., 69, p. 111 
504 |a Hunziker, A.T., (1960) Bol. Acad. Nac. Ci. Córdoba, 41, pp. 211-244. , Entr. cf. p. 236 
504 |a Hunziker, A.T., (1982) Kurtziana, 15, pp. 81-102 
504 |a Hunziker, A.T., (1984) Kurtziana, 17, pp. 91-118 
504 |a Conta, A.G., Albónico, S.M., Juliani, H.R., (1971) Anales Asoc. Quím. Argentina, 59, pp. 373-375 
504 |a Luis, J.G., Echeverri, F., Gonzalez, A.G., (1994) Phytochemistry, 36, pp. 769-772 
504 |a Luis, J.G., Echeverri, F., Gonzalez, A.G., (1994) Phytochemistry, 36, pp. 1297-1301 
504 |a Luis, J.G., Echeverri, F., García, F., Rojas, M., (1994) Planta Med., 60, pp. 348-350 
504 |a Adam, G., Chien, N.Q., Khoi, N.H., (1984) Phytochemistry, 23, pp. 2293-2297 
504 |a Lischewski, M., Hang, N.T.B., Porzel, A., Adam, G., Massiot, G., Lavaud, C., (1992) Phytochemistry, 31, pp. 939-942 
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 Alfonso, D., Kapetanidis, I., Bernardinelli, G., (1991) J. Nat. Prod., 54, pp. 1576-1582 
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 Kennelly, E.J., Gerhäuser, C., Song, L.L., Graham, J.G., Beecher, C.W.W., Pezzuto, J.M., Kinghorn, A.D., (1997) J. Agric. Food Chem., 45, pp. 3771-3777 
504 |a Lavie, D., Kirson, I., Glotter, E., Snatzke, G., (1970) Tetrahedron, 26, pp. 2221-2228 
504 |a Nittala, S.S., Lavie, D., (1981) Phytochemistry, 20, pp. 2735-2739 
504 |a Haasnoot, C.A.G., De Leeuw, F.A.A.M., Altona, C., (1980) Tetrahedron, 36, pp. 2783-2792 
520 3 |a Two Dunalia brachyacantha specimens collected at different locations in Argentina were investigated separately. The 18,20-hemiacetal-type withanolides (17S,20R,22R,24S,25R)-4β-acetyloxy-5β,6β:18,20-diepoxy-18- hydroxy-1-oxowitha-2-enolide (1) and (17S,20R,22R)-4β-acetyloxy- 5β,6β:18,20-diepoxy-18-hydroxy-1-oxowitha-2,24-dienolide (2) were isolated from the first collection, both as mixtures epimeric at C-18. The second collection contained instead (17R,20S,22R)-5β,6β-epoxy-4β,16α-dihydroxy- 1-oxowitha-2,24-dienolide (3); (17R,20S,22R)-5β,6β-epoxy-4β,18-dihydroxy- 1-oxowitha-2,24-dienolide (4), and (17R,20S,22R)-5β,6β-epoxy-4β,16α- dihydroxy-1,18-dioxowitha-2,24-dienolide (5). All five new withanolides (15) bear an A and B ring substitution pattern similar to that of withaferin A, and their structural elucidation was achieved by spectroscopic techniques.  |l eng 
593 |a Depto. de Quimica Organica, Facultad de Ciencias Químicas, Ciudad Universitaria, 5000 Córdoba, Argentina 
593 |a Depto. de Quimica Organica, Fac. de Ciencias Exactas y Naturales, Ciudad Universitaria, 1428 Buenos Aires, Argentina 
690 1 0 |a PLANT EXTRACT 
690 1 0 |a WITHANOLIDE 
690 1 0 |a ARTICLE 
690 1 0 |a CHEMICAL ANALYSIS 
690 1 0 |a CHEMICAL STRUCTURE 
690 1 0 |a PLANT 
690 1 0 |a PLANT LEAF 
690 1 0 |a SPECTROSCOPY 
690 1 0 |a DUNALIA BRACHYACANTHA 
651 4 |a ARGENTINA 
700 1 |a Burton, G. 
700 1 |a Oberti, J.C. 
773 0 |d 1999  |g v. 62  |h pp. 949-953  |k n. 7  |p J. Nat. Prod.  |x 01633864  |t Journal of Natural Products 
856 4 1 |u https://www.scopus.com/inward/record.uri?eid=2-s2.0-0032769162&doi=10.1021%2fnp9804536&partnerID=40&md5=e782ebf8ab41bb58da7fa64149bae985  |y Registro en Scopus 
856 4 0 |u https://doi.org/10.1021/np9804536  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_01633864_v62_n7_p949_Silva  |y Handle 
856 4 0 |u https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v62_n7_p949_Silva  |y Registro en la Biblioteca Digital 
961 |a paper_01633864_v62_n7_p949_Silva  |b paper  |c PE 
962 |a info:eu-repo/semantics/article  |a info:ar-repo/semantics/artículo  |b info:eu-repo/semantics/publishedVersion 
999 |c 63581