Zebiriosides A-L, oleanane saponins from the roots of Dendrobangia boliviana

Ilhem Zebiri (1) , Mohamed Haddad (2) , Laurent Duca (3) , Dominique Harakat (1) , Billy Cabanillas (4) , Lucie Paloque (5) , Amandine Scandolera (6) , Michel Sauvain (2) , Elsa Rengifo (4) , Laurence Voutquenne-Nazabadioko (1)

1 ICMR - Institut de Chimie Moléculaire de Reims - UMR 7312
2 PHARMA-DEV - Pharmacochimie et Biologie pour le Développement
3 MEDyC - Matrice Extracellulaire et Dynamique Cellulaire - UMR CNRS 7369
4 IIAP - Instituto de Investigaciones de la Amazonía Peruana
5 LCC - Laboratoire de chimie de coordination
6 Givaudan ACI, Soliance

Twelve oleanane saponins, zebiriosides A-L, were isolated from the roots of Dendrobangia boliviana Rusby, together with two known saponins, talunumoside I and 3-O-beta-D-glucuronopyranosyl serjanic acid. These saponins are glycosides of serjanic or phytolaccinic acid. Their structures were established on two basis: first, their spectral data, mainly HR-TOFESIMS, 1D-NMR (H-1, C-13, DEPT) and 2D-NMR (H-1-H-1 COSY, TOCSY, HSQC, HMBC, and ROESY), and second by comparison with literature data. These compounds were evaluated for their cytotoxic, antileishmanial and hemolytic activities. No antileishmanial or hemolytic activities were revealed, however zebirioside C and zebirioside I showed cytotoxicity against fibroblasts with IC50 of 6.4 and 5.6 mu M, respectively.

Mots clés: Dendrobangia boliviana; Cardiopteridaceae; Triterpenoid saponins; Cytotoxic activity

Domaines: Chimie de coordination

Ilhem Zebiri, Mohamed Haddad, Laurent Duca, Dominique Harakat, Billy Cabanillas, et al.. Zebiriosides A-L, oleanane saponins from the roots of Dendrobangia boliviana. Phytochemistry, 2016, 130, pp.262-272. ⟨10.1016/j.phytochem.2016.06.006⟩. ⟨hal-01937592⟩