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Physcion-8-O-beta-D-monoglucoside

CAS# 26296-54-8

Physcion-8-O-beta-D-monoglucoside

Catalog No. BCN8511----Order now to get a substantial discount!

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Quality Control of Physcion-8-O-beta-D-monoglucoside

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Chemical structure

Physcion-8-O-beta-D-monoglucoside

3D structure

Chemical Properties of Physcion-8-O-beta-D-monoglucoside

Cas No. 26296-54-8 SDF Download SDF
PubChem ID 5319323 Appearance Lighr yellow powder
Formula C22H22O10 M.Wt 446.4
Type of Compound Anthraquinones Storage Desiccate at -20°C
Solubility Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
Chemical Name 1-hydroxy-3-methoxy-6-methyl-8-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyanthracene-9,10-dione
SMILES CC1=CC(=C2C(=C1)C(=O)C3=CC(=CC(=C3C2=O)O)OC)OC4C(C(C(C(O4)CO)O)O)O
Standard InChIKey WLXGUTUUWXVZNM-DQMLXFRHSA-N
Standard InChI InChI=1S/C22H22O10/c1-8-3-10-16(19(27)15-11(17(10)25)5-9(30-2)6-12(15)24)13(4-8)31-22-21(29)20(28)18(26)14(7-23)32-22/h3-6,14,18,20-24,26,28-29H,7H2,1-2H3/t14-,18-,20+,21-,22-/m1/s1
General tips For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months.
We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months.
Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it.
About Packaging 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial.
2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial.
3. Try to avoid loss or contamination during the experiment.
Shipping Condition Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request.

Source of Physcion-8-O-beta-D-monoglucoside

The root and rhizome of Rheum palmatum L.

Biological Activity of Physcion-8-O-beta-D-monoglucoside

DescriptionPhyscion 1-O-beta-D-glucoside is a tumor cell growth inhibitor.
In vitro

A tumor cell growth inhibitor from Polygonum hypoleucum Ohwi.[Pubmed: 9408056 ]

Life Sci. 1997;61(23):2335-44.

Polygonum hypoleucum Ohwi (P. hypoleucum Ohwi) has been used as a Chinese medicine for a long time. In the present study, four anthraquinones, emodin, emodin 1-O-beta-D-glucoside (49A), physcion (62A), and Physcion 1-O-beta-D-glucoside (50A) were identified from P. hypoleucum Ohwi and their inhibitory effects on various tumor cells proliferation were investigated. On a percentage basis, emodin had the highest suppressing activity on the various tumor cells proliferation.
METHODS AND RESULTS:
At 10 microg/ml, the percentage inhibition on K562 cells proliferation for emodin, 49A, 62A, and 50A were 97+/-3.4%, 18+7.3%, 24+/-3.6%, and 31+/-8.9%, respectively. However, inhibitory activities of 10 microg/ml of emodin, 49A, 62A, or 50A on Raji cells proliferation were 98+/-5.0%, 25+/-5.0%, 22+/-3.2%, and 28+/-4.3%, respectively. It was also found that the both C1 and C3 positions of emodin were important for antitumor action. The IC50s of emodin, 49A, 62A, and 50A on various tumor cells were also calculated. The IC50 of emodin on K562 cells was significantly lower than on Raji, HeLa, Calu-1, Wish, and Vero cells (1.5+/-0.2 vs. 2.8+/-0.4 microg/ml, P < 0.01 ;1.5+/-0.2 vs. 8.4+/-1.6 microg/ml; 1.5+/-0.2 vs. 8.9+/-1.0 microg/ml; 1.5+/-0.2 vs. 8.7+/-0.5 microg/ml; 1.5/-0.2 vs. 3.5+/-0.12 microg/ml; P < 0.001).
CONCLUSIONS:
The results indicated that K562 and Raji cells were more sensitive to emodin treatment. Cell viability test indicated that inhibitory effect of emodin on various tumor cell lines was not through direct cytotoxicity. It suggested P. hypoleucum Ohwi included a tumor cell growth inhibitor.

Allelochemicals fromPolygonum sachalinense Fr. Schm. (Polygonaceae).[Pubmed: 24254724 ]

J Chem Ecol. 1992 Oct;18(10):1833-40.


METHODS AND RESULTS:
The root exudates fromPolygonum sachalinense in a recirculating system significantly inhibited lettuce seedling growth. The rhizomes and roots ofP. sachalinense were extracted with 80% acetone. Bioassay of the neutral-acidic fraction on the TLC agar plate showed the inhibitory activity corresponded to the two yellow pigment bands. Two orange needles were isolated and identified as anthraquinone compounds: emodin and physcion. Both compounds exhibited inhibitory activities against the seedling growth of several testing plant species. Glucosides were isolated fromP. sachalinense and were identified as emodin-1-O-β-D-glucoside and Physcion 1-O-beta-D-glucoside, respectively. On plant growth bioassay, these glucosides showed no phytotoxic activity against lettuce seedlings. The concentrations of emodin, physcion, and their glucosides from rhizome with roots, aerial parts, fallen leaves, and soil were determined. The rhizome with roots and fallen leaves contained emodin and physcion at relatively high concentrations. Emodin also occurs in the soil of this plant community with effective concentrations in the fall.
CONCLUSIONS:
The results indicate that these anthraquinones are responsible for the observed interference and are potent allelopathic substances.

Protocol of Physcion-8-O-beta-D-monoglucoside

Kinase Assay

Immune reponses in human mesangial cells regulated by emodin from Polygonum hypoleucum Ohwi.[Pubmed: 11233994 ]

Life Sci. 2001 Feb 2;68(11):1271-86.

In the hope of identifying agents of therapeutic value in glomerulonephritis from Chinese herbs, we found that methanolic extracts of Polygonum hypoleucum Ohwi (P. hypoleucum Ohwi) inhibit human mesangial cells proliferation activated with interleukin-1beta (IL-1beta) and interleukin-6 (IL-6) previously. This study was designed to identify bioactive components from P. hypoleucum Ohwi and elucidate their action mechanisms.
METHODS AND RESULTS:
We tested four anthraquinones emodin, emodin 1-O-beta-D-glucoside (49A), physcion (62A), and Physcion 1-O-beta-D-glucoside (50A) purified from P. hypoleucum Ohwi for their effects on human mesangial cell proliferation and cytokines production in vitro. On a percentage basis, emodin had the highest suppressing activity on the human mesangial cells proliferation activated by IL-1beta and IL-6. The IC50 of emodin on human mesangial cells proliferation were 17.9+/-1.2 microM. In contrast to 49A, 50A, and 62A, emodin also decreased IL-1beta, IL-6 and tumor necrosis factor-alpha (TNF-alpha) production in human mesangial cells activated with IL-1beta and IL-6. The IC50 of emodin on IL-1beta, IL-6 and TNF-alpha production in activated human mesangial cells were 16.6+/-1.8 microM, 8.2+/-1.3 microM, and 9.5+/-1.6 microM, respectively. Moreover, IL-1beta and TNF-alpha mRNA expression in activated human mesangial cells was impaired by emodin. The intracellular free Ca2+ concentration ([Ca2+]i) in IL-1beta and IL-6 activated human mesangial cells was decreased by emodin. It is unlikely that cytotoxicity was involved because no cell deaths were observable.
CONCLUSIONS:
We hypothesize that the inhibitory mechanisms of emodin on activated human mesangial cells proliferation may be related to the impairments of gene expression and production of cytokines and [Ca2+]i in the cells.

Physcion-8-O-beta-D-monoglucoside Dilution Calculator

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Preparing Stock Solutions of Physcion-8-O-beta-D-monoglucoside

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.2401 mL 11.2007 mL 22.4014 mL 44.8029 mL 56.0036 mL
5 mM 0.448 mL 2.2401 mL 4.4803 mL 8.9606 mL 11.2007 mL
10 mM 0.224 mL 1.1201 mL 2.2401 mL 4.4803 mL 5.6004 mL
50 mM 0.0448 mL 0.224 mL 0.448 mL 0.8961 mL 1.1201 mL
100 mM 0.0224 mL 0.112 mL 0.224 mL 0.448 mL 0.56 mL
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations.

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References on Physcion-8-O-beta-D-monoglucoside

Identification of a ligand for tumor necrosis factor receptor from Chinese herbs by combination of surface plasmon resonance biosensor and UPLC-MS.[Pubmed:27225174]

Anal Bioanal Chem. 2016 Jul;408(19):5359-67.

Identification of bioactive compounds directly from complex herbal extracts is a key issue in the study of Chinese herbs. The present study describes the establishment and application of a sensitive, efficient, and convenient method based on surface plasmon resonance (SPR) biosensors for screening active ingredients targeting tumor necrosis factor receptor type 1 (TNF-R1) from Chinese herbs. Concentration-adjusted herbal extracts were subjected to SPR binding assay, and a remarkable response signal was observed in Rheum officinale extract. Then, the TNF-R1-bound ingredients were recovered, enriched, and analyzed by UPLC-QTOF/MS. As a result, Physcion-8-O-beta-D-monoglucoside (PMG) was identified as a bioactive compound, and the affinity constant of PMG to TNF-R1 was determined by SPR affinity analysis (K D = 376 nM). Pharmacological assays revealed that PMG inhibited TNF-alpha-induced cytotoxicity and apoptosis in L929 cells via TNF-R1. Although PMG was a trace component in the chemical constituents of the R. officinale extract, it had considerable anti-inflammatory activities. It was found for the first time that PMG was a ligand for TNF receptor from herbal medicines. The proposed SPR-based screening method may prove to be an effective solution to analyzing bioactive components of Chinese herbs and other complex drug systems. Graphical abstract Scheme of the method based on SPR biosensor for screening and recovering active ingredients from complex herbal extracts and UPLC-MS for identifying them. Scheme of the method based on SPR biosensor for screening and recovering active ingredients from complex herbal extracts and UPLC-MS for identifying them.

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