Sibiricose A5

Details:

Chemical Properties of Sibiricose A5

Cas No.	107912-97-0
PubChem ID	6326020	Appearance	White powder
Formula	C22H30O14	M.Wt	518.5
Type of Compound	Phenylpropanoids	Storage	Desiccate at -20°C
Synonyms	Arillanin B; 3-O-Feruloylsucrose
Solubility	Soluble in DMSO and methanol; insoluble in water
Chemical Name	[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-3-yl] (E)-3-(4-hydroxy-3-methoxyphenyl)prop-2-enoate
SMILES	COC1=C(C=CC(=C1)C=CC(=O)OC2C(C(OC2(CO)OC3C(C(C(C(O3)CO)O)O)O)CO)O)O
Standard InChIKey	ZPEADZHVGOCGKH-YQTDNFGYSA-N
Standard InChI	InChI=1S/C22H30O14/c1-32-12-6-10(2-4-11(12)26)3-5-15(27)34-20-17(29)14(8-24)35-22(20,9-25)36-21-19(31)18(30)16(28)13(7-23)33-21/h2-6,13-14,16-21,23-26,28-31H,7-9H2,1H3/b5-3+/t13-,14-,16-,17-,18+,19-,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 Sibiricose A5

The roots of Polygala tenuifolia

Biological Activity of Sibiricose A5

Description	Sibiricose A5 is a lactate dehydrogenase inhibitor, it displays antidepressant-like, and antioxidant actions. Sibiricose A5 can protect PC12 cells damage induced by P. tenuifolia.
Targets	Dehydrogenase
In vitro	Study on antidepressant components of sucrose ester from Polygala tenuifolia.[Pubmed: 18831206] Zhongguo Zhong Yao Za Zhi. 2008 Jun;33(11):1278-80. To investigate the antidepressant components of Polygala tenuifolia. METHODS AND RESULTS: The chromatographic method was used to isolate and purify the chemical constituents, their structures were identified by spectral analysis, MTT method was applied to investigate their cytotoxic activities. Nine compounds were isolated from the roots of P. tenuifolia. Their structures were identified as sibiricose A, (1), Sibiricose A5 (2), tenuifoliside A (3) and 3', 6-disinapoyl sucrose (4), sibiricose A6 (5), 3, 4, 5-trimethoxycinnamate (6), polygalaxanthone III (7), tenuifolioses A (8), tenuifolioses H (9) and some compounds' activities to PC12 were observed. CONCLUSIONS: Compound 1 was isolated from this plant for the first time. Compounds 2,3 could protect PC12 cells damage induced by P. tenuifolia. Indirect identification of antioxidants in Polygalae Radix through their reaction with 2,2-diphenyl-1-picrylhydrazyl and subsequent HPLC-ESI-Q-TOF-MS/MS.[Pubmed: 26452897 ] Talanta. 2015 Nov 1;144:830-5. A rapid and efficient method for the identification of antioxidants in the traditional Chinese medicine Polygalae Radix (PR) by HPLC-ESI-Q-TOF-MS/MS is described. METHODS AND RESULTS: The method is based on the hypothesis that upon reaction of antioxidants with 1,1-diphenyl-2-picrylhydrazyl (DPPH), the peak areas of compounds with potential antioxidant activities in the HPLC chromatogram will be significantly reduced in comparison to the untreated sample. The identity confirmation was achieved by Q-TOF-MS/MS technique. With this method, eight components were proposed possessing potent antioxidant activity. They were identified as Sibiricose A5, sibiricose A6, sucrose monoester, polygalaxanthone III, tenuifoliside B, 3',6-disinapoylsucrose (DISS), sucrose diester, tenuifoliside C, respectively. DISS was proposed to be the most potent one. The antioxidant activity of DISS was evaluated by DPPH, ABTS radical scavenging assay and ferric-reducing antioxidant power (FRAP) assay in vitro. Vitamin C (Vc) was used as positive control substance. DISS showed moderate DPPH (DISS's IC50 value was 1024.17 μg/mL, Vc's was 294.68 μg/mL) and ABTS (IC50 324.13 μg/mL, Vc's was 117.50 μg/mL) free radical scavenging capacity and ferric-reducing antioxidant power. CONCLUSIONS: DISS can be used as a new source of natural antioxidant in foods and cosmetics.
In vivo	Absorbable phenylpropenoyl sucroses from Polygala tenuifolia.[Pubmed: 21716172] Molecules. 2011 Jun 29;16(7):5507-13. METHODS AND RESULTS: Three phenylpropenoyl sucroses--Sibiricose A5, A6 and 3',6-disinapoyl sucrose--were isolated from the 30% EtOH extract of Polygala tenuifolia, which displayed antidepressant-like action. CONCLUSIONS: HPLC analysis indicated that the three phenylpropenoyl sucroses could be absorbed into serum. From the serum pharmacochemistry point of view, these three phenylpropenoyl sucroses might prevent or relieve depression.

Protocol of Sibiricose A5

Kinase Assay

Bioactivity screening, extraction, and separation of lactate dehydrogenase inhibitors from Polygala tenuifolia Willd. based on a hyphenated strategy.[Pubmed: 28134488 ] J Sep Sci. 2017 Mar;40(6):1385-1395. Stroke is the second leading cause of death worldwide. Lactate dehydrogenase inhibitors are currently widely used in the treatment of ischemic stroke, and natural products are considered promising sources of lactate dehydrogenase inhibitors. METHODS AND RESULTS: In this study, ultrafiltration liquid chromatography coupled with mass spectrometry was used for the screening and identification of lactate dehydrogenase inhibitors from Polygala tenuifolia. Furthermore, five lactate dehydrogenase inhibitors, Sibiricose A5, 3,6'-di-O-sinapoyl-sucrose, glomeratose A, tenuifoliside B, and tenuifoliside C, were selected as target lactate dehydrogenase inhibitors.

Preparing Stock Solutions of Sibiricose A5

	1 mg	5 mg	10 mg	20 mg	25 mg
1 mM	1.9286 mL	9.6432 mL	19.2864 mL	38.5728 mL	48.216 mL
5 mM	0.3857 mL	1.9286 mL	3.8573 mL	7.7146 mL	9.6432 mL
10 mM	0.1929 mL	0.9643 mL	1.9286 mL	3.8573 mL	4.8216 mL
50 mM	0.0386 mL	0.1929 mL	0.3857 mL	0.7715 mL	0.9643 mL
100 mM	0.0193 mL	0.0964 mL	0.1929 mL	0.3857 mL	0.4822 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.

References on Sibiricose A5

Indirect identification of antioxidants in Polygalae Radix through their reaction with 2,2-diphenyl-1-picrylhydrazyl and subsequent HPLC-ESI-Q-TOF-MS/MS.[Pubmed:26452897]

Talanta. 2015 Nov 1;144:830-5.

A rapid and efficient method for the identification of antioxidants in the traditional Chinese medicine Polygalae Radix (PR) by HPLC-ESI-Q-TOF-MS/MS is described. The method is based on the hypothesis that upon reaction of antioxidants with 1,1-diphenyl-2-picrylhydrazyl (DPPH), the peak areas of compounds with potential antioxidant activities in the HPLC chromatogram will be significantly reduced in comparison to the untreated sample. The identity confirmation was achieved by Q-TOF-MS/MS technique. With this method, eight components were proposed possessing potent antioxidant activity. They were identified as Sibiricose A5, sibiricose A6, sucrose monoester, polygalaxanthone III, tenuifoliside B, 3',6-disinapoylsucrose (DISS), sucrose diester, tenuifoliside C, respectively. DISS was proposed to be the most potent one. The antioxidant activity of DISS was evaluated by DPPH, ABTS radical scavenging assay and ferric-reducing antioxidant power (FRAP) assay in vitro. Vitamin C (Vc) was used as positive control substance. DISS showed moderate DPPH (DISS's IC50 value was 1024.17 mug/mL, Vc's was 294.68 mug/mL) and ABTS (IC50 324.13 mug/mL, Vc's was 117.50 mug/mL) free radical scavenging capacity and ferric-reducing antioxidant power. DISS can be used as a new source of natural antioxidant in foods and cosmetics.

Absorbable phenylpropenoyl sucroses from Polygala tenuifolia.[Pubmed:21716172]

Molecules. 2011 Jun 29;16(7):5507-13.

Three phenylpropenoyl sucroses--Sibiricose A5, A6 and 3',6-disinapoyl sucrose--were isolated from the 30% EtOH extract of Polygala tenuifolia, which displayed antidepressant-like action. HPLC analysis indicated that the three phenylpropenoyl sucroses could be absorbed into serum. From the serum pharmacochemistry point of view, these three phenylpropenoyl sucroses might prevent or relieve depression.

Bioactivity screening, extraction, and separation of lactate dehydrogenase inhibitors from Polygala tenuifolia Willd. based on a hyphenated strategy.[Pubmed:28134488]

J Sep Sci. 2017 Mar;40(6):1385-1395.

Stroke is the second leading cause of death worldwide. Lactate dehydrogenase inhibitors are currently widely used in the treatment of ischemic stroke, and natural products are considered promising sources of lactate dehydrogenase inhibitors. In this study, ultrafiltration liquid chromatography coupled with mass spectrometry was used for the screening and identification of lactate dehydrogenase inhibitors from Polygala tenuifolia. Furthermore, five lactate dehydrogenase inhibitors, Sibiricose A5, 3,6'-di-O-sinapoyl-sucrose, glomeratose A, tenuifoliside B, and tenuifoliside C, were selected as target lactate dehydrogenase inhibitors. In addition, the five target compounds with purities of 96.45, 97.65, 96.38, 94.34, and 93.29% were extracted and isolated using a new hyphenated strategy of microwave-assisted extraction coupled with countercurrent chromatography with a two-phase solvent system of n-hexane/n-butanol/ethanol/water (5.321:1.00:1.664:6.647). The bioactivities of the isolated compounds were analyzed using PC12 cells and the 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide assay. The results also demonstrated that microwave-assisted extraction coupled with countercurrent chromatography is an efficient method of isolating chemical constituents from medicinal herbs. Moreover, the research route consisting of activity screening, extraction, separation, and activity verification of the compounds has the advantages of being efficient, orientated, and objective.

[Study on antidepressant components of sucrose ester from Polygala tenuifolia].[Pubmed:18831206]

Zhongguo Zhong Yao Za Zhi. 2008 Jun;33(11):1278-80.

OBJECTIVE: To investigate the antidepressant components of Polygala tenuifolia. METHOD: The chromatographic method was used to isolate and purify the chemical constituents, their structures were identified by spectral analysis, MTT method was applied to investigate their cytotoxic activities. RESULT: Nine compounds were isolated from the roots of P. tenuifolia. Their structures were identified as sibiricose A, (1), Sibiricose A5 (2), tenuifoliside A (3) and 3', 6-disinapoyl sucrose (4), sibiricose A6 (5), 3, 4, 5-trimethoxycinnamate (6), polygalaxanthone III (7), tenuifolioses A (8), tenuifolioses H (9) and some compounds' activities to PC12 were observed. CONCLUSION: Compound 1 was isolated from this plant for the first time. Compounds 2,3 could protect PC12 cells damage induced by P. tenuifolia.

[Studies on the chemical constituents in root bark of Polygala tenuifolia (II)].[Pubmed:15506285]

Zhongguo Zhong Yao Za Zhi. 2004 Aug;29(8):751-3.

OBJECTIVE: To study the chemical constituents of Polygala tenuifolia. METHOD: Isolations were performed on various chromatography columns and structure elucidations were aided by spectral data and chemical property analyses. RESULT: Four compounds were isolated from the roots of P. tenuifolia. Their structures were identified as Sibiricose A5 (1), sibiricose A6 (2), tenuifoliside A (3) and 3',6-disinapoyl sucrose (4). CONCLUSION: Compounds 1 and 2 were isolated from this plant for the first time.

Description

Sibiricose A5 is an oligosaccharide ester isolated from Polygalae Radix with potent antioxidant activity.

Keywords:

Sibiricose A5,107912-97-0,Arillanin B; 3-O-Feruloylsucrose,Natural Products, buy Sibiricose A5 , Sibiricose A5 supplier , purchase Sibiricose A5 , Sibiricose A5 cost , Sibiricose A5 manufacturer , order Sibiricose A5 , high purity Sibiricose A5