Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixture
A mixture of the two new flavonols 8-hydroxy-3, 4', 5, 6, 7-pentamethoxyflavone (1) and 8-hydroxy-3, 3', 4', 5, 6, 7-hexamethoxyflavone (2) was isolated from a commercial sample of Citrus aurantifolia. An array of one- (¹HNMR, {¹H}-13C NMR, and APT-13C NMR) and two-dimensional NMR tec...
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| Format: | Article |
| Language: | English |
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Academia Brasileira de Ciências
2007-06-01
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| Series: | Anais da Academia Brasileira de Ciências |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652007000200004 |
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| author | Susana Johann Artur Smânia-Jr Moacir G. Pizzolatti Jan Schripsema Raimundo Braz-Filho Alexsandro Branco |
| author_facet | Susana Johann Artur Smânia-Jr Moacir G. Pizzolatti Jan Schripsema Raimundo Braz-Filho Alexsandro Branco |
| author_sort | Susana Johann |
| collection | DOAJ |
| description | A mixture of the two new flavonols 8-hydroxy-3, 4', 5, 6, 7-pentamethoxyflavone (1) and 8-hydroxy-3, 3', 4', 5, 6, 7-hexamethoxyflavone (2) was isolated from a commercial sample of Citrus aurantifolia. An array of one- (¹HNMR, {¹H}-13C NMR, and APT-13C NMR) and two-dimensional NMR techniques (COSY, NOESY, HMQC and HMBC) was used to achieve the structural elucidation and the complete ¹H and 13C chemical shift assignments of these natural compounds. In addition, the antifungal activity of these compounds against phytopathogenic and human pathogenic fungi was investigated.<br>Os flavonóis 8-hidroxi-3, 4', 5, 6, 7-pentametoxiflavona (1) e 8-hidroxi-3, 3', 4', 5, 6, 7-hexametoxiflavona (2) foram isolados em mistura a partir de uma amostra comercial de Citrus aurantifolia. A determinação estrutural e a inequívoca atribuição dos sinais de deslocamento químico dos átomos de hidrogênio e carbono destes compostos naturais foram realizadas através da análise dos espectros de RMN 1D e 2D, incluindo COSY, NOESY, HMQC e HMBC. Em adição, a atividade antifúngica destes compostos contra fungos patogênicos também foiinvestigada. |
| first_indexed | 2024-12-21T13:31:55Z |
| format | Article |
| id | doaj.art-49ab4996e3fd45409cb149b023168cc3 |
| institution | Directory Open Access Journal |
| issn | 0001-3765 1678-2690 |
| language | English |
| last_indexed | 2024-12-21T13:31:55Z |
| publishDate | 2007-06-01 |
| publisher | Academia Brasileira de Ciências |
| record_format | Article |
| series | Anais da Academia Brasileira de Ciências |
| spelling | doaj.art-49ab4996e3fd45409cb149b023168cc32022-12-21T19:02:16ZengAcademia Brasileira de CiênciasAnais da Academia Brasileira de Ciências0001-37651678-26902007-06-0179221522210.1590/S0001-37652007000200004Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixtureSusana JohannArtur Smânia-JrMoacir G. PizzolattiJan SchripsemaRaimundo Braz-FilhoAlexsandro BrancoA mixture of the two new flavonols 8-hydroxy-3, 4', 5, 6, 7-pentamethoxyflavone (1) and 8-hydroxy-3, 3', 4', 5, 6, 7-hexamethoxyflavone (2) was isolated from a commercial sample of Citrus aurantifolia. An array of one- (¹HNMR, {¹H}-13C NMR, and APT-13C NMR) and two-dimensional NMR techniques (COSY, NOESY, HMQC and HMBC) was used to achieve the structural elucidation and the complete ¹H and 13C chemical shift assignments of these natural compounds. In addition, the antifungal activity of these compounds against phytopathogenic and human pathogenic fungi was investigated.<br>Os flavonóis 8-hidroxi-3, 4', 5, 6, 7-pentametoxiflavona (1) e 8-hidroxi-3, 3', 4', 5, 6, 7-hexametoxiflavona (2) foram isolados em mistura a partir de uma amostra comercial de Citrus aurantifolia. A determinação estrutural e a inequívoca atribuição dos sinais de deslocamento químico dos átomos de hidrogênio e carbono destes compostos naturais foram realizadas através da análise dos espectros de RMN 1D e 2D, incluindo COSY, NOESY, HMQC e HMBC. Em adição, a atividade antifúngica destes compostos contra fungos patogênicos também foiinvestigada.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652007000200004polimetoxiflavonasatividade antifúngicaCitrus aurantifoliapolymethoxyflavonesantifungal activityCitrus aurantifolia |
| spellingShingle | Susana Johann Artur Smânia-Jr Moacir G. Pizzolatti Jan Schripsema Raimundo Braz-Filho Alexsandro Branco Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixture Anais da Academia Brasileira de Ciências polimetoxiflavonas atividade antifúngica Citrus aurantifolia polymethoxyflavones antifungal activity Citrus aurantifolia |
| title | Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixture |
| title_full | Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixture |
| title_fullStr | Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixture |
| title_full_unstemmed | Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixture |
| title_short | Complete ¹H and 13C NMR assignments and anti fungal activity of two 8-hydroxy flavonoids in mixture |
| title_sort | complete ¹h and 13c nmr assignments and anti fungal activity of two 8 hydroxy flavonoids in mixture |
| topic | polimetoxiflavonas atividade antifúngica Citrus aurantifolia polymethoxyflavones antifungal activity Citrus aurantifolia |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0001-37652007000200004 |
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