Artigo Produção Nacional Revisado por pares

7,7-Dimethylaporphine Alkaloids from the Stem of Guatteriopsis friesiana

2009; American Chemical Society; Volume: 72; Issue: 8 Linguagem: Inglês

10.1021/np800788n

ISSN

1520-6025

Autores

Emmanoel Vilaça Costa, Francisco A. Marques, Maria Lúcia B. Pinheiro, Nelissa P. Vaz, Marta Cristina Teixeira Duarte, Camila Delarmelina, Raquel M. Braga, Beatriz Helena Lameiro de Noronha Sales Maia,

Tópico(s)

Legume Nitrogen Fixing Symbiosis

Resumo

Phytochemical investigation of a methanolic extract of the stem of Guatteriopsis friesiana afforded two new 7,7-dimethylaporphine alkaloids, 6,6a-dihydrodemethoxyguadiscine (1) and guatteriopsiscine (3), together with demethoxyguadiscine (2), liriodenine (4), corypalmine (5), and coreximine (6). Their structures were elucidated on the basis of spectroscopic methods (UV, IR, EIMS, HRESIMS, 1D/2D NMR). The absolute configurations of 1 and 3 were determined from the circular dichroism curves. The presence of 7,7-dimethylaporphine alkaloids in this species is important for the chemotaxonomy of Guatteriopsis. Antimicrobial activity of compounds 1−5 was investigated, and 4 showed activity against Rhodococcus equi, with a MIC value of 10 μg·mL−1.

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