New triterpene saponins from Phryna ortegioides

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dc.contributor.authorHoro, Ibrahim
dc.contributor.authorMasullo, Milena
dc.contributor.authorFalco, Antonia
dc.contributor.authorSenol, Serdar Gokhan
dc.contributor.authorPiacente, Sonia
dc.contributor.authorAlankus-Caliskan, Ozgen
dc.date.accessioned2019-10-27T22:59:02Z
dc.date.available2019-10-27T22:59:02Z
dc.date.issued2015
dc.departmentEge Üniversitesien_US
dc.description.abstractFour 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.en_US
dc.identifier.doi10.1016/j.phytol.2015.08.017
dc.identifier.endpage44en_US
dc.identifier.issn1874-3900
dc.identifier.issn1876-7486
dc.identifier.issn1874-3900en_US
dc.identifier.issn1876-7486en_US
dc.identifier.scopusqualityQ2en_US
dc.identifier.startpage39en_US
dc.identifier.urihttps://doi.org/10.1016/j.phytol.2015.08.017
dc.identifier.urihttps://hdl.handle.net/11454/51707
dc.identifier.volume14en_US
dc.identifier.wosWOS:000366569300009en_US
dc.identifier.wosqualityQ2en_US
dc.indekslendigikaynakWeb of Scienceen_US
dc.indekslendigikaynakScopusen_US
dc.language.isoenen_US
dc.publisherElsevier Science Bven_US
dc.relation.ispartofPhytochemistry Lettersen_US
dc.relation.publicationcategoryMakale - Uluslararası Hakemli Dergi - Kurum Öğretim Elemanıen_US
dc.rightsinfo:eu-repo/semantics/closedAccessen_US
dc.subjectPhryna ortegioidesen_US
dc.subjectMonotypic taxonen_US
dc.subjectCaryophyllaceaeen_US
dc.subjectTriterpene saponinsen_US
dc.subjectGypsogenic aciden_US
dc.titleNew triterpene saponins from Phryna ortegioidesen_US
dc.typeArticleen_US

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