Immunomodulatory, hemolytic properties and cytotoxic activity potent of triterpenoid saponins from Cephalaria balansae. (May 2017)

• Record Type: Journal Article
• Authors: Top, Hilal; Sarikahya, Nazli Boke; Nalbantsoy, Ayse; Kirmizigul, Suheyla
• Is Part Of: Phytochemistry. Volume 137(2017)
• Page Start: 139
• Page End: 147
• Publication Date: 2017-05
• Subjects: Cephalaria balansae -- Caprifoliaceae -- Triterpene glycoside -- Cytotoxic activity -- Hemolytic activity -- Immunomodulatory activity; Botanical chemistry -- Periodicals; Biochemistry -- Periodicals; Botany -- Periodicals; Chimie végétale -- Périodiques; 572.2
• DOI: 10.1016/j.phytochem.2017.02.015
• Languages: English
• ISSNs: 0031-9422

Abstract

Abstract: Phytochemical investigations on n-butanol extract of Cephalaria balansae Raus. (Caprifoliaceae) led to the isolation of four previously undescribed triterpenoid saponins based on hederagenin type aglycone, namely, balansoides A-D, along with ten known compounds. Their structures were proposed based on 1D and 2D NMR spectroscopic data, HRESIMS analysis and chemical evidence as 3- O -α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl hederagenin, 3- O -α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl hederagenin 28- O -β-D-glucopyranosyl ester, 3- O -α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl hederagenin 28- O -β-D-galactopyranosyl-(1 → 6)-β-D-glucopyranosyl ester and 3- O -α-L-rhamnopyranosyl-(1 → 3)-β-D-xylopyranosyl-(1 → 3)-α-L-rhamnopyranosyl-(1 → 2)-α-L-arabinopyranosyl hederagenin 28- O -β-D-glucopyranosyl-(1 → 6)-β-D-glucopyranosyl ester. The four saponins were evaluated for their potential cytotoxic activity against HEK-293, A-549, HeLa cells and for hemolytic properties on human blood cells. Balansoide A displayed significant inhibitory effects on cancerous A-549 and HeLa cells, and non-cancerous HEK-293 cells with IC50 values of 12, 15 and 8 μM, respectively. Balansoides A-D together with n -butanol extract exhibited considerable hemolysis in human erythrocyte cells. Immunomodulatory properties of balansoides A-D were also evaluated in activated whole blood cells by PMA plus ionomycin. While balansoides A-C increased IL-1β concentration with values of 1004.47, 991.57 and 966.50 pg/ml, only balansoide B augmented a slight IFN-γ secretion with value of 5219.14 pg/ml. None of the compounds changed IL-2 levels significantly. Graphical abstract: Phytochemical investigation on Cephalaria balansae led to the isolation of four previously undescribed saponins (balansoides A-D), which were evaluated for their cytotoxic, immunomodulatory and hemolytic activities, along with ten known analogues. Highlights: Components of Cephalaria balansae have been examined. Four new saponins were named as balansoides A-D. The cytotoxic, immunomodulatory and hemolytic activities of balansoides A-D have been investigated.