16-hydroxylated withanolides from Exodeconus maritimus

In addition to the known compounds withanolide A (4), withanone (5), and NIC-3 (6), three 16-hydroxylated withanolides were isolated from Exodeconus maritimus. The new withanolides were identified as 6α,7α-epoxy-5α,16β- dihydroxy-1-oxowitha-2,17(20),24-trienolide (exodeconolide A, 1), 6α,7α- epoxy-5...

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Autor principal: Gil, R.R
Otros Autores: Misico, R.I, Sotes, I.R, Oberti, J.C, Veleiro, A.S, Burton, G.
Formato: Capítulo de libro
Lenguaje:Inglés
Publicado: 1997
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Acceso en línea:Registro en Scopus
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100 1 |a Gil, R.R. 
245 1 0 |a 16-hydroxylated withanolides from Exodeconus maritimus 
260 |c 1997 
270 1 0 |m Oberti, J.C.; Depto. de Quimica Organica/IMBIV, Facultad de Ciencias Quimicas, Universidad Nacional de Cordoba, Agencia Postal 4-CC 61, 5000 Cordoba, Argentina; email: jco@dqo.uncor.edu 
506 |2 openaire  |e Política editorial 
504 |a Axelius, B., (1994) Plants System. Evol., 193, pp. 153-172 
504 |a Subramanian, S.S., Sethi, P.D., Glottler, E., Kirson, I., Lavie, D., (1971) Phytochemistry, 10, pp. 685-688 
504 |a Kirson, I., Glotter, E., Lavie, D., (1971) J. Chem. Soc. (C), pp. 2032-2044 
504 |a Begley, M.J., Crombie, L., Ham, P.J., Whiting, D.A., (1976) J. Chem. Soc., Perkin Trans. I, pp. 296-303 
504 |a Ray, A.B., Gupta, M., (1994) Prog. Chem. Org. Nat. Prod., 63, pp. 1-106 
504 |a Dinan, L., Whiting, P., Alfonso, D., Kapetanidis, I., (1996) Entomol. Exp. Appl., 80, pp. 415-420 
504 |a Kirson, I., Glotter, E., Lavie, D., Abraham, A., (1971) J. Chem. Soc. (C), pp. 2032-2044 
504 |a Haasnoot, C.A.G., De Leeuw, A.A.M., Altona, C.A., (1980) Tetrahedron, 36, pp. 2783-2792 
504 |a Habtemariam, S., Gray, A.I., Waterman, P.G., (1993) Phytochemistry, 34, pp. 807-811 
504 |a See, for example, Kirson et. al. in reference 7; Pelletier, S.W., Chokshi, H.P., Desai, H.K., (1986) J. Nat. Prod., 49, pp. 892-900 
520 3 |a In addition to the known compounds withanolide A (4), withanone (5), and NIC-3 (6), three 16-hydroxylated withanolides were isolated from Exodeconus maritimus. The new withanolides were identified as 6α,7α-epoxy-5α,16β- dihydroxy-1-oxowitha-2,17(20),24-trienolide (exodeconolide A, 1), 6α,7α- epoxy-5α,16α-dihydroxy-l-oxowitha-2,17(20),24-trienolide (exodeconolide B, 2), and 6α7α-epoxy-5α,16α,17α-trihydroxy-1-oxowitha-2, 24-dienolide (exodeconolide C, 3), by a combination of spectroscopic (1D and 2D NMR, MS) and chemical methods with the aid of molecular modeling.  |l eng 
593 |a Depto. de Quim. Organ. and IMBIV, Facultad de Ciencias Químicas, Univ. Nacional de Córdoba, Agenda Postal 4-CC 61, 5000 Córdoba, Argentina 
593 |a Depto. de Quim. Orgánica, Fac. de Ciencias Exactas y Naturales, Universidad de Buenos Aires, 1428 Buenos Aires, Argentina 
690 1 0 |a EXODECONOLIDE A 
690 1 0 |a EXODECONOLIDE B 
690 1 0 |a EXODECONOLIDE C 
690 1 0 |a NIC 3 
690 1 0 |a UNCLASSIFIED DRUG 
690 1 0 |a WITHANOLIDE 
690 1 0 |a WITHANOLIDE A 
690 1 0 |a WITHANONE 
690 1 0 |a ANTIINFLAMMATORY ACTIVITY 
690 1 0 |a ANTIMICROBIAL ACTIVITY 
690 1 0 |a ANTINEOPLASTIC ACTIVITY 
690 1 0 |a ARTICLE 
690 1 0 |a DEFENSE MECHANISM 
690 1 0 |a DRUG ISOLATION 
690 1 0 |a DRUG STRUCTURE 
690 1 0 |a IMMUNOMODULATION 
690 1 0 |a MASS SPECTROMETRY 
690 1 0 |a NUCLEAR MAGNETIC RESONANCE 
690 1 0 |a PHYTOCHEMISTRY 
690 1 0 |a SPECIES DIFFERENTIATION 
690 1 0 |a STRUCTURE ACTIVITY RELATION 
690 1 0 |a TAXONOMY 
690 1 0 |a EXODECONUS MARITIMUS 
653 0 0 |a nic 3 
700 1 |a Misico, R.I. 
700 1 |a Sotes, I.R. 
700 1 |a Oberti, J.C. 
700 1 |a Veleiro, A.S. 
700 1 |a Burton, G. 
773 0 |d 1997  |g v. 60  |h pp. 568-572  |k n. 6  |p J. NAT. PROD.  |x 01633864  |t Journal of Natural Products 
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856 4 0 |u https://doi.org/10.1021/np970048z  |y DOI 
856 4 0 |u https://hdl.handle.net/20.500.12110/paper_01633864_v60_n6_p568_Gil  |y Handle 
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