Four new cassane diterpenoid amides from Erythrophleum suaveolens [(Guill. et Perr.), Brenan]

•Four new cassane diterpenoids amide were isolated from Erythrophleum suaveolens.•The absolute configuration of the main stereogenic centers was performed by the X-ray structural analysis.•The configuration of the exo-cyclic double bond was confirmed as E. Four new cassane diterpenoid amides, 1–4 an...

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Published inPhytochemistry letters Vol. 10; pp. 60 - 64
Main Authors Kablan, Landry A., Dade, Joël M.E., Say, Martial, Okpekon, Timothée A., Yapo, Kicho D., Ouffoue, Sébastien K., Koffi, Armand P., Retailleau, Pascal, Champy, Pierre
Format Journal Article
LanguageEnglish
Published Elsevier Ltd 01.12.2014
Subjects
Cassane diterpenoid amide
Erythrophleum
Erythrophleum suaveolens
Fabaceae
Erythrophleum
Erythrophleum suaveolens
Cassane diterpenoid amide
Fabaceae
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Summary:•Four new cassane diterpenoids amide were isolated from Erythrophleum suaveolens.•The absolute configuration of the main stereogenic centers was performed by the X-ray structural analysis.•The configuration of the exo-cyclic double bond was confirmed as E. Four new cassane diterpenoid amides, 1–4 and six known cassane diterpenoid amides have been isolated from the stem bark of Erythrophleum suaveolens. The isolated compounds were subjected to phytochemical investigation. The structures of those compounds were elucidated on the basis of one- and two-dimensional NMR, HRMS and ESIMS analyses. Nor-cassamide was obtained as crystal and characterized by X-ray method. This was the first crystallographic description of cassane diterpenoid and it allowed to confirm the absolute configuration of the stereogenic centers and the stereochemistry of the double exocyclic bond.
ISSN:1874-3900
1876-7486
DOI:10.1016/j.phytol.2014.08.005