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Two new steroidal glycosides of the spirostane and furostane classes, derivatives of gitogenin, were found in wastes from
producing acetyldigitoxin preparation from Digitalis ciliata Trautv. (Scrophulariaceae). The structures of the glucosides were established using physical constants, chemical transformations,
and IR, mass, and NMR spectra.
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Translated from Khimiya Prirodnykh Soedinenii, No. 5, pp. 452–455, September–October, 2006. 相似文献
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Alexander Skhirtladze Ether Kemertelidze Vazha Nebieridze Markus Ganzera 《Helvetica chimica acta》2016,99(3):241-245
Three new phenylethanoid glycosides, named digicilisides A – C ( 1 – 3 , resp.), have been isolated from the roots of Digitalis ciliata, along with five known phenylethanoid glycosides. The structures of 1 – 3 were identified as 2‐(4‐hydroxy‐3‐methoxyphenyl)ethyl β‐d ‐glucopyranosyl‐(1→3)‐[α‐l ‐rhamnopyranosyl‐(1→6)]‐4‐O‐[(E)‐feruloyl]‐β‐d ‐glucopyranoside ( 1 ), 2‐(3,4‐dihydroxyphenyl)ethyl α‐l ‐arabinopyranosyl‐(1→2)‐[β‐d ‐glucopyranosyl‐(1→3)]‐[α‐l ‐rhamnopyranosyl‐(1→6)]‐4‐O‐[(E)‐feruloyl]‐β‐d ‐glucopyranoside ( 2 ), and 2‐(3,4‐dihydroxyphenyl)ethyl β‐d ‐glucopyranosyl‐(1→3)‐{6‐O‐[(E)‐feruloyl]‐β‐d ‐glucopyranosyl‐(1→6)}‐4‐O‐[(E)‐caffeoyl]‐β‐d ‐glucopyranoside ( 3 ). 相似文献
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Three new furostanol glycosides, named ciliatasides A, B, and C ( 1 – 3 , resp.), have been isolated from the roots of Digitalis ciliata, along with two known furostanol glycosides. The structures of the new compounds were identified as (2α,3β,5α,14β,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐2‐hydroxyfurost‐20(22)‐en‐3‐yl β‐D ‐glucopyranosyl‐(1→2)‐[β‐D ‐glucopyranosyl‐(1→3)]‐β‐D ‐galactopyranoside ( 1 ), (2α,3β,5α,14β,22R)‐26‐(β‐D ‐glucopyranosyloxy)‐2‐hydroxy‐22‐methoxyfurost‐25(27)‐en‐3‐yl β‐D ‐galactopyranosyl‐(1→2)‐[β‐D ‐xylopyranosyl‐(1→3)]‐β‐D ‐glucopyranosyl‐(1→4)‐β‐D ‐galactopyranoside ( 2 ), and (2α,3β,5α,14β,22R,25R)‐26‐(β‐D ‐glucopyranosyloxy)‐2,22‐dihydroxyfurostan‐3‐yl β‐D ‐glucopyranosyl‐(1→2)‐[β‐D ‐glucopyranosyl‐(1→3)]‐β‐D ‐galactopyranoside ( 3 ). 相似文献
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É. P. Kemertelidze L. N. Gvazava M. D. Alaniya V. S. Kikoladze 《Chemistry of Natural Compounds》1991,27(2):212-215
Two new terpene glycosides have been isolated from the leaves of the foxgloveDigitalis ciliata Trautv.: -D-glucopyranosyl oleanolate 3-O-[O--D-xylopyranosyl-(1 4)--L-rhamnopyranoside] and oleanolic acid 3-O-[O--D-xylopyranosyl-(1 4)--L-rhamnopyranoside].I. G. Kutateladze Institute of Pharmacochemistry Academy of Sciences of the Georgian SSR, Tbilisi. Translated from Khimiya Prirodnykh Soedinenii, No. 2, pp. 246–251, March–April, 1991. 相似文献
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A new furostane-type steroidal glycoside and derivative of tigogenin (1) was isolated from aqueous wastes from production of the cardiac drug acetyldigitoxin from leaves of Digitalis ciliata Trautv. (Scrophulariaceae) and characterized. The structure of the glycoside was established using physical constants, chemical
transformations, and spectral data as 3-O-β-D-glucopyranosyl-(1→3) [β-D-fucopyranosyl-(1→2)-β-D-glucopyranosyl-(1→4)-β-D-galactopyranosyl-(25R)-5α-furostan-3β,22α,26-triol-26-O-β-D-glucopyranoside. 相似文献
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Jing Ning Ying‐Tong Di Shi‐Fei Li Zhao‐Liang Geng Hong‐Ping He Yue‐Hu Wang Yuan‐Yuan Wang Yan Li Shun‐Lin Li Xiao‐Jiang Hao 《Helvetica chimica acta》2011,94(3):376-381
A phytochemical investigation of Toona ciliata var. ciliata afforded three new polyynes, 1 – 3 . Their structures were elucidated on the basis of spectroscopic analysis and chemical methods. Only compound 3 exhibited potent cytotoxicity against the HL‐60 cell line with an IC50 value of 6.7±0.27 μM . 相似文献
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Hasan Kırmızıbekmez Engin Celep Milena Masullo Carla Bassarello Erdem Yeşilada Sonia Piacente 《Helvetica chimica acta》2009,92(9):1845-1852
Three new phenylethyl glycosides, 3′′′′‐O‐methylmaxoside (=2‐(3,4‐dihydroxyphenyl)ethyl O‐β‐D ‐glucopyranosyl‐(1→3)‐O‐[β‐D ‐glucopyranosyl‐(1→6)]‐4‐O‐(E)‐feruloyl‐β‐D ‐glucopyranoside; 1 ), digilanatosides A (=2‐(3,4‐dihydroxyphenyl)ethyl O‐6‐O‐(E)‐sinapoyl‐β‐D ‐glucopyranosyl‐(1→3)‐4‐O‐(E)‐caffeoyl‐β‐D ‐glucopyranoside; 2 ), and digilanatoside B (=2‐(3,4‐dihydroxyphenyl)ethyl O‐6‐O‐(E)‐p‐coumaroyl‐β‐D ‐glucopyranosyl‐(1→3)‐4‐O‐(E)‐caffeoyl‐β‐D ‐glucopyranoside; 3 ) were isolated from the aerial parts of Digitalis lanata, along with two known phenylethyl glycosides, purpureaside A and maxoside, a phenylpropanoid glucose ester, 1‐O‐(E)‐feruloyl‐β‐glucopyranose, a benzoquinolethanoid glucoside, cornoside, a cardenolide, lanatoside C, a furostane‐type steroidal saponin, purpureagitoside, and a disaccharide, sucrose. Their structures were elucidated on the basis of spectroscopic evidence (1D‐ and 2D‐NMR, and HR‐MALDI‐MS). 相似文献