A revised structure for alkaloid 205B, a novel 8b-azaacenaphthylene from apoison frog

Authors
Tokuyama, T Garraffo, HM Spande, TF Daly, JW
Citation
T. Tokuyama et al., A revised structure for alkaloid 205B, a novel 8b-azaacenaphthylene from apoison frog, AN AS QUIM, 86(3-6), 1998, pp. 291-298
Citations number
22
Categorie Soggetti
Chemistry
Journal title
ANALES DE LA ASOCIACION QUIMICA ARGENTINA
ISSN journal
03650375 → ACNP
Volume
86
Issue
3-6
Year of publication
1998
Pages
291 - 298
Database
ISI
SICI code
0365-0375(199805/12)86:3-6<291:ARSFA2>2.0.ZU;2-2
Abstract
A provisional structure for a trace tricyclic alkaloid 205B from a Panamani an poison frog, Dendrobates pumilio, has been revised based upon new FTIR, NMR, and Cl(NH3)-MS/MS spectral data, molecular modeling and a reexaminatio n of the original H-1-NMR data. The revised structure, a 4,6,8-trimethyl-8b -azaacenaphthyl-Delta(3,4)-ene, has the originally proposed configurations at C-6 and C-8a inverted and is now compatible with all spectral data.