Pyrrolidine alkaloids and their glycosylated derivatives from the root bark of Dichrostachys cinerea (L) Wight & Arn. (Fabaceae)

• Published in: Phytochemistry letters 2016-06, Vol.16, p.268-276
• Main Authors: Dade, Joël M.E., Irie-N’Guessan, Genéviève, Komlaga, Gustav, Say, Martial, Okpekon, Timothée A., Boti, Jean B., Kablan, Brou Jérôme, Bamba, El Hadji Sawaliho
• Format: Article
• Language: English
• Subjects: Araceae; Arisarum vulgare; Campanulaceae; Dichrostachys cinerea; Fabaceae; Moraceae
• ISSN: 1874-3900
• DOI: 10.1016/j.phytol.2016.05.002

Phytochemical investigation of the methanol extract of the root bark of Dichostachys cinerea (Fabaceae) led to the isolation and characterization of 3 new pyrrolidine-derived compounds with 12 carbon side chain and their glycosides. The structures of these compounds (1-3) were established using spectroscopic analytical methods comprising NMR experiments, ESI and HR-ESIMS mass spectrometry, and mass tandem spectrometry. The compounds are related to some polyhydroxypyrrolidine type-iminosugars (broussonetinine and broussonetine) found in the restrictive plant families Moraceae, Campanulaceae and Hyacinthaceae, but with, no hydroxyl group on the pyrrolidine ring. Pyrrolidines with long-side chains have been found in the plant family, Araceae (Arisarum vulgare). The presence of compounds 1-3 in D. cinerea expands the range of distribution of pyrrolidine and its derivatives in plants, and thus presenting a new addition to the molecular diversity of pyrrolidine which could explain some of pharmacological properties of sourced plants.