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Bowdichine, a new diaza-adamantane alkaloid from Bowdichia virgilioides

2004; Taylor & Francis; Volume: 6; Issue: 1 Linguagem: Inglês

10.1080/1028602031000119763

1477-2213

José Maria Barbosa‐Filho, Jackson Roberto Guedes da Silva Almeida, Vicente Carlos de Oliveira Costa, Emídio Vasconcelos Leitão da Cunha, Marcelo Sobral da Silva, Raimundo Braz‐Filho,

Plant biochemistry and biosynthesis

A novel alkaloid named bowdichine (1), only the third with a diaza-adamantane skeleton containing an unusual N-acetyl enamine moiety, and the known alkaloids acosmine (2), ormosanine (3) and podopetaline (4) have been isolated from the stem bark of Bowdichia virgilioides. The structures were elucidated on the basis of spectral data, mainly 1D and 2D NMR of the diaza-adamantane alkaloids 1 and 2.