New triterpene saponins from Phryna ortegioides
Küçük Resim Yok
Tarih
2015
Dergi Başlığı
Dergi ISSN
Cilt Başlığı
Yayıncı
Elsevier Science Bv
Erişim Hakkı
info:eu-repo/semantics/closedAccess
Özet
Four 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.
Açıklama
Anahtar Kelimeler
Phryna ortegioides, Monotypic taxon, Caryophyllaceae, Triterpene saponins, Gypsogenic acid
Kaynak
Phytochemistry Letters
WoS Q Değeri
Q2
Scopus Q Değeri
Q2
Cilt
14
