[en] The isolation and structure determination of an alkaloid isolated from the stem bark of Strychnos guianensis is described. Elucidation of its structure is based mainly on 1D and 2D NMR studies. The new alkaloid has a zwitterionic asymmetrical bis-indole structure and is named guianensine.
Bisset Alkaloids: Chemical and Biological Perspectives , 4th edn, S.W. Pelletier, Springer-Verlag, Paris; 1992, 8:1-150.
King (1949) 205. Curare alkaloids. Part IX. Examination of some Strychnos species from british guiana: characterisation of diaboline, an alkaloid from Strychnos diaboli, sandwith. Journal of the Chemical Society (Resumed) 955.
Giri, Maiti, Pakrashi (1984) Convenient Synthesis of 6,7-Dihydroflavopereirine and Flavopereirine. HETEROCYCLES 22:233.
Verpoorte, van Beek, Riegman, Hylands, Bisset (1984) Aromatic chemical shifts inar-hydroxy- and -methoxy-substituted indole alkaloids; reference data and substituent-induced chemical shifts for ten different chromophoric groups. Organic Magnetic Resonance 22:328.
Caprasse, Coune, Angenot J. Pharm. Belg. 1983, 38:135.
Klyne, Swan, Bycroft, Schmid (1965) Ermittlung der absoluten Konfiguration von Indolinalkaloiden durch Vergleiche der Optischen Rotationsdispersionen ihrer N(a)-Acylderivate. Helvetica Chimica Acta 49:833.
Klyne, Buckingham Atlas of Stereochemistry. Absolute Configurations of Organic Molecules, Chapman and Hall, London; 1974.
Borris, Guggisberg, Hesse (1983) The Structure of C-Alkaloid-O, a Constituent of Calabash Curare. Part 187. Papers on organic natural products. Helvetica Chimica Acta 64:405.