Nudicaulins, Yellow Flower Pigments of Papaver nudicaule: Revised Constitution and Assignment of Absolute Configuration

Tatsis, Evangelos C.; Schaumlöffel, Anu; Warskulat, Anne C.; Massiot, Georges; Schneider, Bernd; Bringmann, Gerhard

doi:10.1021/ol303211w.s002

ol303211w_si_002.pdf (1.13 MB)

Nudicaulins, Yellow Flower Pigments of Papaver nudicaule: Revised Constitution and Assignment of Absolute Configuration

journal contribution

posted on 2013-01-04, 00:00 authored by Evangelos C. Tatsis, Anu Schaumlöffel, Anne C. Warskulat, Georges Massiot, Bernd Schneider, Gerhard Bringmann

The constitution of the aglycon of nudicaulin has been revised to be a pentacyclic indole alkaloid. The relative and absolute configurations of the two diastereomers, nudicaulins I (3a) and II (3b), have been assigned by NMR, conformational analyses, and interpretation of the experimental ECD spectra by quantum-chemical calculations.