Ziyuglycoside I

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. 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).

Product information

CAS Number: 35286-58-9

Molecular Weight: 766.95

Formula: C41H66O13

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

Smiles: CC1(C)[C@@H]2CC[C@]3(C)[C@H](CC=C4[C@H]5[C@](CC[C@@H](C)[C@@]5(C)O)(CC[C@@]34C)C(=O)O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@@]2(C)CC[C@@H]1O[C@@H]1OC[C@H](O)[C@H](O)[C@H]1O

InChiKey: WCHBFWOEFOZHMK-MLHVESHNSA-N

InChi: 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

Technical Data

Appearance: Solid Power

Purity: ≥98% (or refer to the Certificate of Analysis)

Solubility: DMSO : 100 mg/mL (130.38 mM; Need ultrasonic)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical or refer to Certificate of Analysis

Storage Condition: Dry, dark and -20 ^oC for 1 year or refer to the Certificate of Analysis.

Shelf Life: ≥360 days if stored properly.

Stock Solution Storage: 0 - 4 ^oC for 1 month or refer to the Certificate of Analysis.

Drug Formulation: To be determined

HS Tariff Code: 382200

How to use

In Vitro:

Ziyuglycoside I (5-160 µM; 24 hours) reveals a marked anti-proliferation activity with an IC50 value of 13.96 µM in MDA-MB-231 cells. Ziyuglycoside I (5-20 µM; 24 hours) induces MDA-MB-231 cell apoptosis by increasing the percentage of apoptotic cells from 2.43% to 44.76% at 20 µM. Ziyuglycoside I (5-20 µM; 24 hours) induces the cleavage of caspas-8, caspase-9, and caspase-3, up-regulates the pro-apoptotic protein Bax, and down-regulates anti-apoptotic protein Bal-2, dose-dependently reduces the level of mito-cyto c expression.

References:

1. Kim YH, et al. Anti-wrinkle activity of ziyuglycoside I isolated from a Sanguisorba officinalis root extract and its application as a cosmeceutical ingredient. Biosci Biotechnol Biochem. 2008 Feb;72(2):303-11. Epub 2008 Feb 7.
2. Zhu X, et al. 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. Int J Mol Sci. 2016 Nov 22;17(11). pii: E1903

Products are for research use only. Not for human use.