Immunomodulatory, hemolytic properties and cytotoxic activity potent of triterpenoid saponins from Cephalaria balansae


TOP H., Sarikahya N. , NALBANTSOY A. , Kirmizigul S.

PHYTOCHEMISTRY, cilt.137, ss.139-147, 2017 (SCI İndekslerine Giren Dergi) identifier identifier identifier

Özet

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-alpha-L-rhamnopyranosyl-(1 -> 3)-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-alpha-L-arabinopyranosyl hederagenin, 3-O-alpha-L-rhamnopyranosyl-(1 -> 3)-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl(1 -> 2)-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-glucopyranosyl ester, 3-O-alpha-L-rhamnopyranosyl(1 -> 3)-beta-D-xylopyranosyl-(1 -> 3)-alpha-L-rhamnopyranosyl-(1 -> 2)-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-galactopyranosyl-(1 -> 6)-beta-D-glucopyranosyl ester and 3-O-alpha-L-rhamnopyranosyl-(1 -> 3)-D-xylopyranosyl-(1 -> 3)-cit-L-rhamnopyranosyl-(1 -> 2)-alpha-L-arabinopyranosyl hederagenin 28-O-beta-D-glucopyranosyl-(1 -> 6)-beta-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 noncancerous HEK-293 cells with IC50 values of 12, 15 and 8 mu M, respectively. Balansoides A-D together with n-butanol extract exhibited considerable hemolysis in human erythrocyte cells. Immunomoclulatory properties of balansoides A-D were also evaluated in activated whole blood cells by PMA plus ionomycin. While balansoides A-C increased IL-1 beta concentration with values of 1004.47. 991.57 and 966.50 pg/ml, only balansoide B augmented a slight IFN-gamma secretion with value of 5219.14 pg/ml. None of the compounds changed IL-2 levels significantly. (C) 2017 Elsevier Ltd. All rights reserved.