Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora
Four eudesmane-type sesquiterpenes, costic acid (1), 12-carboxyeudesman-3,11(13)-diene (2), viscic acid (3), 3-oxo-γ-costic acid (4) and two rearranged eudesmane derivatives, 3α-hydroxyisoiphion-11(13)-en-12-oic acid (5) and 5β-hydroxy-4-oxo-11(13)-dehydroiphionan-12-oic a...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
| Published: |
Sociedade Brasileira de Química
2010-01-01
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| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000800022 |
| _version_ | 1811215313431166976 |
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| author | Fernanda R. Garcez Walmir S. Garcez Lidilhone Hamerski Ana Carolina de M. Miranda |
| author_facet | Fernanda R. Garcez Walmir S. Garcez Lidilhone Hamerski Ana Carolina de M. Miranda |
| author_sort | Fernanda R. Garcez |
| collection | DOAJ |
| description | Four eudesmane-type sesquiterpenes, costic acid (1), 12-carboxyeudesman-3,11(13)-diene (2), viscic acid (3), 3-oxo-γ-costic acid (4) and two rearranged eudesmane derivatives, 3α-hydroxyisoiphion-11(13)-en-12-oic acid (5) and 5β-hydroxy-4-oxo-11(13)-dehydroiphionan-12-oic acid (6), in addition to (-)-epicatechin, have been isolated from the trunk bark of Nectandra cissiflora. This is the first reported occurrence in the Lauraceae of 3-6. The structures of the isolated compounds have been established on the basis of 1D and 2D NMR spectroscopic techniques. The 13C NMR assignments of 3, 5 and 6 are given here for the first time, as well as some corrections to the previously reported chemical shift assignments of 4. |
| first_indexed | 2024-04-12T06:19:27Z |
| format | Article |
| id | doaj.art-a2de68f8b8fa4f37844c16331de3562f |
| institution | Directory Open Access Journal |
| issn | 0100-4042 1678-7064 |
| language | English |
| last_indexed | 2024-04-12T06:19:27Z |
| publishDate | 2010-01-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Química Nova |
| spelling | doaj.art-a2de68f8b8fa4f37844c16331de3562f2022-12-22T03:44:21ZengSociedade Brasileira de QuímicaQuímica Nova0100-40421678-70642010-01-013381739174210.1590/S0100-40422010000800022Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissifloraFernanda R. GarcezWalmir S. GarcezLidilhone HamerskiAna Carolina de M. MirandaFour eudesmane-type sesquiterpenes, costic acid (1), 12-carboxyeudesman-3,11(13)-diene (2), viscic acid (3), 3-oxo-γ-costic acid (4) and two rearranged eudesmane derivatives, 3α-hydroxyisoiphion-11(13)-en-12-oic acid (5) and 5β-hydroxy-4-oxo-11(13)-dehydroiphionan-12-oic acid (6), in addition to (-)-epicatechin, have been isolated from the trunk bark of Nectandra cissiflora. This is the first reported occurrence in the Lauraceae of 3-6. The structures of the isolated compounds have been established on the basis of 1D and 2D NMR spectroscopic techniques. The 13C NMR assignments of 3, 5 and 6 are given here for the first time, as well as some corrections to the previously reported chemical shift assignments of 4.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000800022Nectandra cissifloraLauraceaeeudesmanes |
| spellingShingle | Fernanda R. Garcez Walmir S. Garcez Lidilhone Hamerski Ana Carolina de M. Miranda Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora Química Nova Nectandra cissiflora Lauraceae eudesmanes |
| title | Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora |
| title_full | Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora |
| title_fullStr | Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora |
| title_full_unstemmed | Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora |
| title_short | Eudesmane and rearranged eudesmane sesquiterpenes from Nectandra cissiflora |
| title_sort | eudesmane and rearranged eudesmane sesquiterpenes from nectandra cissiflora |
| topic | Nectandra cissiflora Lauraceae eudesmanes |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422010000800022 |
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