Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae)
Phytochemical investigation of the hexane extract from the stem of Xylopia laevigata led to the isolation of the ent-kaurane diterpenoids, ent-kaur-16-en-19-oic acid, 4-epi-kaurenic acid, ent-16β-hydroxy-17-acetoxy-kauran-19-al, ent-3β-hydroxy-kaur-16-en-19-oic acid, and ent-16β,17-dihydroxy-kauran-...
| Main Authors: | , , , , , , , , , |
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| Format: | Article |
| Language: | English |
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Sociedade Brasileira de Química
2012-01-01
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| Series: | Química Nova |
| Subjects: | |
| Online Access: | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000800015&lng=en&tlng=en |
| _version_ | 1818553297165877248 |
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| author | Dayanne Meneses Silva Emmanoel Vilaça Costa Paulo Cesar de Lima Nogueira Valéria Regina de Souza Moraes Sócrates Cabral de Holanda Cavalcanti Marcos José Salvador Luis Henrique Gonzaga Ribeiro Fernanda Ramos Gadelha Andersson Barison Antonio Gilberto Ferreira |
| author_facet | Dayanne Meneses Silva Emmanoel Vilaça Costa Paulo Cesar de Lima Nogueira Valéria Regina de Souza Moraes Sócrates Cabral de Holanda Cavalcanti Marcos José Salvador Luis Henrique Gonzaga Ribeiro Fernanda Ramos Gadelha Andersson Barison Antonio Gilberto Ferreira |
| author_sort | Dayanne Meneses Silva |
| collection | DOAJ |
| description | Phytochemical investigation of the hexane extract from the stem of Xylopia laevigata led to the isolation of the ent-kaurane diterpenoids, ent-kaur-16-en-19-oic acid, 4-epi-kaurenic acid, ent-16β-hydroxy-17-acetoxy-kauran-19-al, ent-3β-hydroxy-kaur-16-en-19-oic acid, and ent-16β,17-dihydroxy-kauran-19-oic acid, as well as spathulenol and a mixture of β-sitosterol, stigmasterol and campesterol. The identification of the compounds was performed on the basis of spectrometric methods including GC-MS, IR, and 1D and 2D NMR. Potent larvicidal activity against Aedes aegypti larvae with LC50 of 62.7 µg mL-1 was found for ent-3β-hydroxy-kaur-16-en-19-oic acid. This compound also showed significant antifungal activity against Candida glabrata and Candida dubliniensis with MIC values of 62.5 µg mL-1. |
| first_indexed | 2024-12-12T09:24:03Z |
| format | Article |
| id | doaj.art-7f987a487cd94f02b38b578dc1ebb259 |
| institution | Directory Open Access Journal |
| issn | 1678-7064 |
| language | English |
| last_indexed | 2024-12-12T09:24:03Z |
| publishDate | 2012-01-01 |
| publisher | Sociedade Brasileira de Química |
| record_format | Article |
| series | Química Nova |
| spelling | doaj.art-7f987a487cd94f02b38b578dc1ebb2592022-12-22T00:29:05ZengSociedade Brasileira de QuímicaQuímica Nova1678-70642012-01-013581570157610.1590/S0100-40422012000800015S0100-40422012000800015Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae)Dayanne Meneses Silva0Emmanoel Vilaça Costa1Paulo Cesar de Lima Nogueira2Valéria Regina de Souza Moraes3Sócrates Cabral de Holanda Cavalcanti4Marcos José Salvador5Luis Henrique Gonzaga Ribeiro6Fernanda Ramos Gadelha7Andersson Barison8Antonio Gilberto Ferreira9Universidade Federal de SergipeUniversidade Federal de SergipeUniversidade Federal de SergipeUniversidade Federal de SergipeUniversidade Federal de SergipeUniversidade Estadual de CampinasUniversidade Estadual de CampinasUniversidade Estadual de CampinasUniversidade Federal do ParanáUniversidade Federal de São CarlosPhytochemical investigation of the hexane extract from the stem of Xylopia laevigata led to the isolation of the ent-kaurane diterpenoids, ent-kaur-16-en-19-oic acid, 4-epi-kaurenic acid, ent-16β-hydroxy-17-acetoxy-kauran-19-al, ent-3β-hydroxy-kaur-16-en-19-oic acid, and ent-16β,17-dihydroxy-kauran-19-oic acid, as well as spathulenol and a mixture of β-sitosterol, stigmasterol and campesterol. The identification of the compounds was performed on the basis of spectrometric methods including GC-MS, IR, and 1D and 2D NMR. Potent larvicidal activity against Aedes aegypti larvae with LC50 of 62.7 µg mL-1 was found for ent-3β-hydroxy-kaur-16-en-19-oic acid. This compound also showed significant antifungal activity against Candida glabrata and Candida dubliniensis with MIC values of 62.5 µg mL-1.http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000800015&lng=en&tlng=enXylopia laevigataent-kaurane-diterpeneslarvicidal and antifungal properties |
| spellingShingle | Dayanne Meneses Silva Emmanoel Vilaça Costa Paulo Cesar de Lima Nogueira Valéria Regina de Souza Moraes Sócrates Cabral de Holanda Cavalcanti Marcos José Salvador Luis Henrique Gonzaga Ribeiro Fernanda Ramos Gadelha Andersson Barison Antonio Gilberto Ferreira Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae) Química Nova Xylopia laevigata ent-kaurane-diterpenes larvicidal and antifungal properties |
| title | Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae) |
| title_full | Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae) |
| title_fullStr | Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae) |
| title_full_unstemmed | Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae) |
| title_short | Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae) |
| title_sort | ent kaurane diterpenoids and other constituents from the stem of xylopia laevigata annonaceae |
| topic | Xylopia laevigata ent-kaurane-diterpenes larvicidal and antifungal properties |
| url | http://www.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000800015&lng=en&tlng=en |
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