Horo, IbrahimMasullo, MilenaFalco, AntoniaSenol, Serdar GokhanPiacente, SoniaAlankus-Caliskan, Ozgen2019-10-272019-10-2720151874-39001876-74861874-39001876-7486https://doi.org/10.1016/j.phytol.2015.08.017https://hdl.handle.net/11454/51707Four new and three known oleanane-type saponins have been isolated from the methanolic extract of Phryna ortegioides, a monotypic and endemic taxon of Caryophyllaceae. The structures of the new compounds were determined as gypsogenic acid 28-O-beta-D-glucopyranosyl-(1 -> 2)-O-beta-D-glucopyranosyl-(1 -> 6)-O-beta-D-glucopyranosyl ester (1), 3-O-alpha-L-arabinofuranosyl-gypsogenic acid 28-O-beta-D-glucopyranosyl-(1 -> 3)-O-[beta-D-glucopyranosyl-(1 -> 6)]-O-beta-D-glucopyranosyl ester (2), 3-O-alpha-L-arabinofuranosyl-gypsogenic acid 28-O-beta-D-glucopyranosyl-(1 -> 3)-O-[beta-D-glucopyranosyl-(1 -> 2)-O-beta-D-glucopyranosyl-(1 -> 6)-O-]-beta-D-glucopyranosyl ester (3), 3-O-alpha-L-arabinofuranosyl-16 alpha-hydroxyolean-12-en-23,28-dioic acid-28-O-beta-D-glucopyranosyl-(1 -> 3)-O-[beta-D-glucopyranosyl-(1 -> 2)-O-beta-D-glucopyranosyl-(1 -> 6)]-O-beta-D-glucopyranosyl ester (4). Their structures were established by a combination of one-and two-dimensional NMR techniques, and mass spectrometry. Noteworthy, none of isolated compounds possesses as aglycone moiety gypsogenin, considered a marker of Caryophyllaceae family. The cytotoxic activity of the isolated compounds was evaluated against three cancer cell lines including A549 (human lung adenocarcinoma), A375 (human melanoma) and DeFew (human B lymphoma) cells. Only compound 6 showed a weak activity against A375 and DeFew cell lines with IC50 values of 77 and 52 mu M, respectively. None of the other tested compounds, in a range of concentrations between 12.5 and 100 mu M, caused a significant reduction of the cell number. (C) 2015 Phytochemical Society of Europe. Published by Elsevier B.V. All rights reserved.en10.1016/j.phytol.2015.08.017info:eu-repo/semantics/closedAccessPhryna ortegioidesMonotypic taxonCaryophyllaceaeTriterpene saponinsGypsogenic acidArticle143944WOS:000366569300009Q2Q2