20-O-β-D-Xylopyranosyl(1→6)-β-D-glucopyranosyl-20(S)-protopanaxadiol methanol solvate

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20-O-β-d-Xylopyranos­yl(1→6)-β-d-glucopyranosyl-20(S)-protopanaxadiol methanol solvate

The title compound, C(41)H(70)O(12)·CH(4)O, was prepared by microbial transformation. Within the steroid skeleton of the mol-ecule, three six-membered rings exhibit a chair conformation, while the five -membered ring adopts an envelope conformation. The two pyranosyl rings also adopt chair conformations. The mol-ecules are held together by an extensive O-H⋯O hydrogen-bonding network.

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2,3,4,6-Tetra-O-acetyl-β-d-galacto­pyranosyl 2,3,4,6-tetra-O-acetyl-β-d-glucopyranosyl disulfide tetra­hydro­furan solvate

The asymmetric unit of title compound, C(28)H(38)O(18)S(2)·C(4)H(8)O, comprises one disulfide-bridged sugar molecule and one solvent molecule. No significant differences in structural parameters are found between the present structure and the previously determined unsolvated form [Brito, López-Rodríguez, Bényei & Szilagyi (2006 ▶). Carbohydr. Res.341, 2967-2972]. The compounds are characterized...

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20-O-(β-D-glucopyranosyl)-20(S)-protopanaxadiol induces apoptosis via induction of endoplasmic reticulum stress in human colon cancer cells.

Previously, we reported that 20-O-(β-D-gluco-pyranosyl)-20(S)-protopanaxadiol (Compound K, a meta-bolite of ginseng saponin) induces mitochondria-dependent and caspase-dependent apoptosis in HT-29 human colon cancer cells via the generation of reactive oxygen species. The aim of the present study was to elucidate the mechanism underlying apoptosis...

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The Ginsenoside 20-O-β-D-Glucopyranosyl-20(S)-Protopanaxadiol Induces Autophagy and Apoptosis in Human Melanoma via AMPK/JNK Phosphorylation

Studies have shown that a major metabolite of the red ginseng ginsenoside Rb1, called 20-O-β-D-glucopyranosyl-20(S)-protopanaxadiol (GPD), exhibits anticancer properties. However, the chemotherapeutic effects and molecular mechanisms behind GPD action in human melanoma have not been previously investigated. Here we report the anticancer activity of GPD and its mechanism of action in melanoma ce...

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A New Penta β-D-Glucopyranosyl Diterpene from Stevia rebaudiana

A new steviol diterpene glycoside, 13-[(2-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy] ent-kaur-16-en-19-oic acid-{2-O-[6-O-β-D-glucopyranosyl)-βD-glucopyranosyl]-β-D-glucopyranosyl} ester (1) has been isolated from the commercial extract of the leaves of Stevia rebaudiana Bertoni. Structure of the new compound has been established on the basis of extensive NMR spectroscopy (H &C, TOCSY, HMQC, ...

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ژورنال

عنوان ژورنال: Acta Crystallographica Section E Structure Reports Online

سال: 2007

ISSN: 1600-5368

DOI: 10.1107/s1600536807063118