Structure analysis by carbon-13 nuclear magnetic resonance spectroscopy of pandicine, a novel bisindole alkaloid from Pandacastrum saccharatum Pichon

The Journal of Organic Chemistry
1981.0

Abstract

From the leaves of Pandacastrum saccharatum Pichon (Apocynuceae) we have isolated a novel bisindole alkaloid, pandicine (I), possessing a hitherto unknown highly oxygenated tabersonine skeleton linked at its C(3) position to the C(18') of a macroline moiety. We report the structure 1 of pandicine, established mainly from an analysis of its ¹H and ¹³C NMR spectra along with the consideration of its mass spectral fragmentation pattern. Although the chemistry of pandicine was little explored due to paucity of material, its facile oxidation to the iminoquinone 2 was singularly helpful for the structural elucidation.

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