Name | Piceatannol3'-O-glucoside |
Synonyms | Quzhaqigan Piceatannol 3-glycoside Piceatannol3'-O-glucoside Piceatannol 3'-O-glucoside trans-Piceatannol 3-glucoside Piceatannol 3'-O-beta-D-glucopyranoside 3,5,3',4'-trihydroxy-stilbene -3'-b-D-glucoside β-D-Glucopyranoside, 5-[(1E)-2-(3,5-dihydroxyphenyl)ethenyl]-2-hydroxyphenyl (E)-1-(3,5-dihydroxyphenyl)-2-(3-hydroxy-4-O-β-D-glucopyranose phenyl)ethylene |
CAS | 94356-26-0 |
Molecular Formula | C20H22O9 |
Molar Mass | 406.38 |
Density | 1.593±0.06 g/cm3(Predicted) |
Melting Point | >219°C (dec.) |
Boling Point | 721.6±60.0 °C(Predicted) |
Solubility | DMSO, Pyridine, Methanol, Ethanol, etc. |
Appearance | Powder |
Color | White to Off-White |
pKa | 9.16±0.10(Predicted) |
Storage Condition | Hygroscopic, -20°C Freezer, Under inert atmosphere |
MDL | MFCD28100371 |
In vitro study | Piceatannol 3'-O-glucoside (Piceatannol-3'-O-β-D-glucopyranoside; PG) is a potent component of stilbenes, inhibits the activity of arginase I and II prepared from mouse liver and kidney lysates, respectively, in a dose-dependent manner. In human umbilical vein endothelial cells, incubation of Piceatannol 3'-O-glucoside markedly blocks arginase activity and increases nitrite and nitrate (NOx) production, as measured by Griess assay. In liver lysates, incubation of different concentrations of Piceatannol 3'-O-glucoside significantly decreases arginase I activity (75±5% at 1 µM, 72±7% at 3 µM, 62±1% at 10 µM) compared to untreated control (100±9%). In kidney lysates, the residual arginase activities after incubation of 1, 3 and 10 µM Piceatannol 3'-O-glucoside are 75±6, 74±5, and 53±8%, respectively. Arginase activity is measured in the presence of different concentration of Piceatannol 3'-O-glucoside (from 0 to 120 µM) using liver lysate and kidney lysate. The 50% inhibitory concentrations (IC 50 ) are 11.22 µM for the liver lysate and 11.06 µM for kidney lysate. The values are obtained using the software of Graphpad prizm 4.0. Piceatannol 3'-O-glucoside inhibits arginase activity and increases NO production in HUVECs. Piceatannol 3'-O-glucoside inhibits lipoxygenase activity upto 66% at the concentration of 100 µM and IC 50 value is 69 µM. |
In vivo study | In order to ascertain whether Piceatannol 3'-O-glucoside (PG) ameliorates vascular function in wild-type (WT) and atherogenic model mice [apolipoprotein E-null mice (ApoE -/- )] and to investigate the possible underlying mechanism. Preincubation of aortic vessels from WT mice fed a normal diet (ND) with Piceatannol 3'-O-glucoside attenuates vasoconstriction response to U46619 and phenylephrine (PE), while the vasorelaxant response to acetylcholine (Ach) is markedly enhanced in an endothelium-dependent manner. Piceatannol 3'-O-glucoside treatment attenuates the phenylephrine (PE)-dependent contractile response, and significantly improves the acetylcholine (Ach)-dependent vasorelaxation response in aortic rings from ApoE -/- mice fed a high-cholesterol diet (HCD). Piceatannol 3'-O-glucoside administration in the drinking water significantly reduces fatty streak formation in ApoE -/- mice fed an HCD. |
Reference Show more | 1. Sun Yuming, Chai Hongjie, Zhang Hua, et al. Determination of the content and related substances of the raw material of the drug by HPLC [J]. Central South pharmacy, 2020, v.18;No.169(02):76-79. |
biological activity | picetitanol 3 '-O-glucoside is an active ingredient of Rhubarb, which inhibits Arginase the activity activated endothelial nitric oxide synthase (NO synthase) and inhibited Arginase I and Arginase II with IC50 values of 11.22 μm and 11.06 μm, respectively. |
Target | NO synthase IC50: 11.22 μm (Arginase I), 11.06 μm (Arginase II) |