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Ziyuglycoside I

$143

  • Brand : BIOFRON

  • Catalogue Number : BF-Z2003

  • Specification : 98%

  • CAS number : 35286-58-9

  • Formula : C41H66O13

  • Molecular Weight : 766.95

  • PUBCHEM ID : 71609288

  • Volume : 20mg

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Catalogue Number

BF-Z2003

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

-20℃

Molecular Weight

766.95

Appearance

White crystal

Botanical Source

Polygala sibirica,Sanguisorba officinalis,Euphorbia pekinensis,Ilex chinensis

Structure Type

Terpenoids

Category

Standards;Natural Pytochemical;API

SMILES

CC1CCC2(CCC3(C(=CCC4C3(CCC5C4(CCC(C5(C)C)OC6C(C(C(CO6)O)O)O)C)C)C2C1(C)O)C)C(=O)OC7C(C(C(C(O7)CO)O)O)O

Synonyms

3-O-alpha-L-Arabinopyranosylpomolic acid beta-D-glucopyranosyl ester/Kudinoside H/ziyu-glycoside/1-O-[(3β)-3-(α-L-Arabinopyranosyloxy)-19-hydroxy-28-oxours-12-en-28-yl]-β-D-glucopyranose/ziyu-glycoside I/ziyuglucoside I/β-D-Glucopyranose, 1-O-[(3β)-3-(α-L-arabinopyranosyloxy)-19-hydroxy-28-oxours-12-en-28-yl]-/Gouguside 7/Zigu-glucoside I

IUPAC Name

[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] (1R,2R,4aS,6aR,6aS,6bR,8aR,10S,12aR,14bS)-1-hydroxy-1,2,6a,6b,9,9,12a-heptamethyl-10-[(2S,3R,4S,5S)-3,4,5-trihydroxyoxan-2-yl]oxy-2,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxylate

Density

1.35

Solubility

Methanol; Ethanol; Acetontrile; DMSO

Flash Point

247.2±27.8 °C

Boiling Point

841.9±65.0 °C at 760 mmHg

Melting Point

198-202ºC

InChl

InChI=1S/C41H66O13/c1-20-10-15-41(35(49)54-34-31(48)29(46)28(45)23(18-42)52-34)17-16-38(5)21(32(41)40(20,7)50)8-9-25-37(4)13-12-26(36(2,3)24(37)11-14-39(25,38)6)53-33-30(47)27(44)22(43)19-51-33/h8,20,22-34,42-48,50H,9-19H2,1-7H3/t20-,22+,23-,24+,25-,26+,27+,28-,29+,30-,31-,32-,33+,34+,37+,38-,39-,40-,41+/m1/s1

InChl Key

WCHBFWOEFOZHMK-MLHVESHNSA-N

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:35286-58-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

18256460

Abstract

In order to investigate the potential of a Sanguisorba officinalis root extract as an active ingredient for wrinkle-care cosmetics, we measured its free radical scavenging activity, elastase inhibitory activity, expression of MMP-1 (matrix metalloprotease-1) in vitro, and type I collagen synthesis in normal human fibroblast cells. To isolate the main components from the S. officinalis root extract, we purified the extract by solvent fractionation, column chromatography, and recrystallization. The active component was identified as ziyuglycoside I by a spectroscopic analysis. Ziyuglycoside I increased the expression of type I collagen in a dose-dependent manner (by up to 71.3% at 50 muM). A clinical study of a formulation containing ziyuglycoside I, which involved visual evaluation and image analysis, showed a significantly different effect (p<0.05) of the test formulation from that of the placebo. This result suggests that ziyuglycoside I isolated from S. officinalis root extract could be used as an active ingredient for cosmetics.

Title

Anti-wrinkle Activity of Ziyuglycoside I Isolated From a Sanguisorba Officinalis Root Extract and Its Application as a Cosmeceutical Ingredient

Author

Young Heui Kim 1 , Chan Bok Chung, Jin Guk Kim, Kang Il Ko, Sun Hee Park, Jong-Heon Kim, Sang Yong Eom, Young Sil Kim, Yong-Il Hwang, Ki Ho Kim

Publish date

2008 Feb

PMID

27879682

Abstract

Background: Due to the aggressive clinical behavior, poor outcome, and lack of effective specific targeted therapies, triple-negative breast cancer (TNBC) has currently been recognized as one of the most malignant types of tumors. In the present study, we investigated the cytotoxic effect of ziyuglycoside I, one of the major components extracted from Chinese anti-tumor herbal Radix Sanguisorbae, on the TNBC cell line MDA-MB-231.
Methods: The underlying molecular mechanism of the cytotoxic effect ziyuglycoside I on MDA-MB-231 cells was investigated with cell viability assay, flow cytometric analysis and Western blot.
Results: Compared to normal mammary gland Hs 578Bst cells, treatment of ziyuglycoside I resulted in a significant growth inhibitory effect on MDA-MB-231 cells. Ziyuglycoside I induced the G2/M phase arrest and apoptosis of MDA-MB-231 cells in a dose-dependent manner. These effects were found to be partially mediated through the up-regulation of p53 and p21WAF1, elevated Bax/Bcl-2 ratio, and the activation of both intrinsic (mitochondrial-initiated) and extrinsic (Fas/FasL-initiated) apoptotic pathways. Furthermore, the p53 specific siRNA attenuated these effects.
Conclusion: Our study suggested that ziyuglycoside I-triggered MDA-MB-231 cell cycle arrest and apoptosis were probably mediated by p53. This suggests that ziyuglycoside I might be a potential drug candidate for treating TNBC.

Title

Ziyuglycoside I Inhibits the Proliferation of MDA-MB-231 Breast Carcinoma Cells Through Inducing p53-Mediated G2/M Cell Cycle Arrest and Intrinsic/Extrinsic Apoptosis

Author

Xue Zhu 1 , Ke Wang 2 , Kai Zhang 3 , Ting Zhang 4 5 , Yongxiang Yin 6 , Fei Xu 7

Publish date

2016 Nov 22;

PMID

27268222

Abstract

Ziyuglycoside I is one of the major active ingredients in Sanguisorba officinalis, a popular medicinal plant in China. In the present study, the metabolites of ziyuglycoside I in rat liver microsome and intestinal flora were identified and structurally characterized, and the metabolic rules were summed based on the LC-Q-TOF/MS system. Then, the metabolites in rat excreta samples were rapidly screened and identified according to the in vitro metabolic rules. Finally, ziyuglycoside I was incubated with fresh liver/lung/kidney/stomach homogenates to further explore the source of the metabolites and reveal the possible metabolic organs involved. Four metabolites in liver microsome were identified as M0-Glu, M0-CH2OH, M0-Glu+CH3, M0-Glu-Ara+CH3. In intestinal flora incubation system, 6 degradation products including M0-Glu-Ara+O, M0-Ara, M0-Glu-COOH, M0-Glu, M0-Glu-Ara+O and M0-Ara+H2O were tentatively identified by interpretation of their accurate MS(1) and MS(2) data. Fifteen metabolites in rat urine and feces were identified, and most of the metabolites were attributed to the transformation in liver microsome and intestinal flora. Specifically, more than a dozen of new metabolites were identified in rat fresh tissues, and ziyuglycoside II was confirmed as the major metabolite in rats.

KEYWORDS

In vitro metabolism; In vivo metabolism; LC-Q-TOF/MS; Ziyuglycoside I; Ziyuglycoside II.

Title

Comprehensive Characterization of the in Vitro and in Vivo Metabolites of Ziyuglycoside I in Rat Microsome, Intestinal Flora, Excretion Specimen and Fresh Tissues Based on LC-Q-TOF/MS

Author

Guangji Wang 1 , Hanxu Fu 1 , Wei Ye 1 , Xiao Zheng 1 , Jingcheng Xiao 1 , Dian Kang 1 , Tai Rao 1 , Yuhao Shao 1 , Lin Xie 1 , Yan Liang 2

Publish date

2016 Sep 5


Description :

Ziyuglycoside I isolated from S. officinalis root, has anti-wrinkle activity, and increases the expression of type I collagen. Ziyuglycoside I could be used as an active ingredient for cosmetics[1].Ziyuglycoside I triggers cell cycle arrest and apoptosis mediated by p53, it can be a potential drug candidate for treating triple-negative breast cancer (TNBC)[2].