2. Academic Validation
  3. 7,7-Dimethylaporphine alkaloids from the stem of Guatteriopsis friesiana

7,7-Dimethylaporphine alkaloids from the stem of Guatteriopsis friesiana

  • J Nat Prod. 2009 Aug;72(8):1516-9. doi: 10.1021/np800788n.
Emmanoel Vilaça Costa 1,  Francisco A Marques,  Maria Lúcia B Pinheiro,  Nelissa P Vaz,  Marta Cristina T Duarte,  Camila Delarmelina,  Raquel M Braga,  Beatriz Helena L N Sales Maia
Affiliations

Affiliation

  • 1 Departamento de Quimica, Universidade Federal do Parana, Centro Politecnico, P.O. Box 19081, 81531-990 Curitiba, PR, Brazil.
PMID: 19639965 DOI: 10.1021/np800788n
Abstract

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 microg x mL(-1).

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