Zebiriosides A-L, oleanane saponins from the roots of Dendrobangia boliviana. (October 2016)

• Record Type: Journal Article
• Authors: Zebiri, Ilhem; Haddad, Mohamed; Duca, Laurent; Harakat, Dominique; Cabanillas, Billy; Paloque, Lucie; Scandolera, Amandine; Sauvain, Michel; Rengifo, Elsa; Voutquenne-Nazabadioko, Laurence
• Is Part Of: Phytochemistry. Volume 130(2016:Oct.)
• Page Start: 262
• Page End: 272
• Publication Date: 2016-10
• Subjects: Dendrobangia boliviana -- Cardiopteridaceae -- Triterpenoid saponins -- Cytotoxic activity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2016.06.006
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Twelve oleanane saponins, zebiriosides A-L, were isolated from the roots of Dendrobangia boliviana Rusby, together with two known saponins, talunùmoside I and 3- O -β-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 ( 1 H, 13 C, DEPT) and 2D-NMR ( 1 H 1 H 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 μM, respectively. Graphical abstract: Twelve previously undescribed glycosides of phytolaccinic acid or serjanic acid were isolated from D. boliviana roots and their cytotoxic, antileishmanial and hemolytic activities were evaluated. Highlights: Phytochemical study of Dendrobangia boliviana has been performed. Fourteen oleanane saponins were determined by spectroscopic data. Eleven saponins are serjanic acid glycosides. Three saponins are phytolaccinic acid glycosides. Two saponins showed cytotoxicity on fibroblasts.