Preparative Isolation, Fast Centrifugal Partition Chromatography Purification and Biological Activity of Cajaflavanone from Derris ferruginea Stems

Sylvie Morel (1) , Anne Landreau (1) , van Hung Nguyen (2) , Séverine Derbré (1) , Philippe Grellier (3) , Patrice Le Pape (4) , Fabrice Pagniez (4) , Marc Litaudon (2) , Pascal Richomme (1)

1 SONAS - Substances d'Origine Naturelle et Analogues Structuraux
2 ICSN - Institut de Chimie des Substances Naturelles
3 MCAM - Molécules de Communication et Adaptation des Micro-organismes
4 IICiMed - Cibles et Médicaments des Infections et de l'Immunité

Introduction: The Derris genus is known to contain flavonoid derivatives, including prenylated flavanones and isoflavonoids such as rotenoids, which are generally associated with significant biological activity. Objective: To develop an efficient preparative isolation procedure for bioactive cajaflavanone. Methodology: Fast centrifugal partition chromatography (FCPC) was optimised to purify cajaflavanone from Derris ferruginea stems in a single step as compared to fractionation from the cyclohexane extract by successive conventional solid–liquid chromatography procedures. The purification yield, purity, time and solvent consumption per procedure are described. The anti-fungal, anti-bacterial, anti-leishmanial, anti-plasmodial, anti-oxidant activities and the inhibition of advanced glycation end-products (AGEs) by cajaflavanone accumulation are described. Results: FCPC enabled cajaflavanone purification in a single separation step, yielding sufficient quantities to perform in vitro biological screening. Interestingly, cajaflavanone had an inhibitory effect on the formation of AGEs, without displaying any in vitro anti-oxidant activity. Conclusion:A simple and efficient procedure, in comparison with other preparative methods, for bioactive cajaflavone purification has been developed using FCPC

Mots clés: Fast centrifugal partition chromatography; Cajaflavanone; Derris ferruginea; Fabaceae

Domaines: Chimie analytique; Chimie thérapeutique

Sylvie Morel, Anne Landreau, van Hung Nguyen, Séverine Derbré, Philippe Grellier, et al.. Preparative Isolation, Fast Centrifugal Partition Chromatography Purification and Biological Activity of Cajaflavanone from Derris ferruginea Stems. Phytochemical Analysis, 2012, 23 (2), pp.152-158. ⟨10.1002/pca.1336⟩. ⟨mnhn-02047397⟩