Ent-kaurane diterpenoids and other constituents from the stem of Xylopia laevigata (Annonaceae)

• Autor(a) principal: Silva,Dayanne Meneses
• Data de Publicação: 2012
• Outros Autores: Costa,Emmanoel Vilaça, Nogueira,Paulo Cesar de Lima, Moraes,Valéria Regina de Souza, Cavalcanti,Sócrates Cabral de Holanda, Salvador,Marcos José, Ribeiro,Luis Henrique Gonzaga, Gadelha,Fernanda Ramos, Barison,Andersson, Ferreira,Antonio Gilberto
• Tipo de documento: Artigo
• Idioma: eng
• Título da fonte: Química Nova (Online)
• Texto Completo: http://old.scielo.br/scielo.php?script=sci_arttext&pid=S0100-40422012000800015
• topic: Xylopia laevigata; ent-kaurane-diterpenes; larvicidal and antifungal properties

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.