Two new fernene triterpenoids, fern-9(11)-en-3,19-dione (1) and 3β-acetoxyfern-9(11)-en-19-one (2), together with the known 3β-acetoxyfern-9(11)-en-19β-ol (3) and lichexanthone (4), have been isolated from the acetone extract of the lichen Pyxine berteriana. The structures of the new compounds were established on the basis of IR, extensive 1D and 2D NMR, and MS analyses. Although several fern-9(11)-enes have been isolated from lichens, compounds 1 and 2 are the first examples of naturally occurring fernene triterpenoids with a carbonyl function at C-19. © 2009 American Chemical Society and American Society of Pharmacognosy.
Documento: | Artículo |
Título: | Fernene triterpenoids from the lichen Pyxine berteriana |
Autor: | Maier, M.S.; Rosso, M.L.; Fazio, A.T.; Adler, M.T.; Bertoni, M.D. |
Filiación: | UMYMFOR (CONICET-UBA), Departamento de Química Orgánica, Facultad de Ciencias Exactas Y Naturales, 1428 Buenos Aires, Argentina PROPLAME-PRHIDEB-Departamento de Biodiversidad Y Biología Experimental, Facultad de Ciencias Exactas Y Naturales, Ciudad Universitaria, 1428 Buenos Aires, Argentina |
Palabras clave: | 3beta acetoxyfern 9(11) en 19 one; 3beta acetoxyfern 9(11) en 19beta ol; acetone; fern 9(11) en 3,19 dione; fernene triterpenoid derivative; lichexanthone; triterpenoid; unclassified drug; article; Ascomycetes; chemical structure; controlled study; infrared radiation; isolation procedure; nuclear magnetic resonance; Pyxine berteriana; structure analysis; Argentina; Lichens; Molecular Structure; Nuclear Magnetic Resonance, Biomolecular; Structure-Activity Relationship; Triterpenes; Filicophyta; Pyxine berteriana |
Año: | 2009 |
Volumen: | 72 |
Número: | 10 |
Página de inicio: | 1902 |
Página de fin: | 1904 |
DOI: | http://dx.doi.org/10.1021/np900442y |
Título revista: | Journal of Natural Products |
Título revista abreviado: | J. Nat. Prod. |
ISSN: | 01633864 |
CODEN: | JNPRD |
CAS: | acetone, 67-64-1; 3beta-acetoxyfern-9(11)-en-19-one; Triterpenes; fern-9(11)-en-3,19-dione |
Registro: | https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_01633864_v72_n10_p1902_Maier |