Neomangiferin

CAS# 64809-67-2

Neomangiferin

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Quality Control of Neomangiferin

Number of papers citing our products

Chemical structure

Neomangiferin

3D structure

Chemical Properties of Neomangiferin

Cas No. 64809-67-2 SDF Download SDF
PubChem ID 6918448 Appearance Ochre powder
Formula C25H28O16 M.Wt 584.48
Type of Compound Xanthones Storage Desiccate at -20°C
Solubility Soluble in chloroform and methan
Chemical Name 1,3,6-trihydroxy-2-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyxanthen-9-one
SMILES C1=C2C(=CC(=C1OC3C(C(C(C(O3)CO)O)O)O)O)OC4=CC(=C(C(=C4C2=O)O)C5C(C(C(C(O5)CO)O)O)O)O
Standard InChIKey VUWOVGXVRYBSGI-IRXABLMPSA-N
Standard InChI InChI=1S/C25H28O16/c26-4-12-17(31)20(34)22(36)24(39-12)14-8(29)3-11-15(19(14)33)16(30)6-1-10(7(28)2-9(6)38-11)40-25-23(37)21(35)18(32)13(5-27)41-25/h1-3,12-13,17-18,20-29,31-37H,4-5H2/t12-,13-,17-,18-,20+,21+,22-,23-,24+,25-/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 Neomangiferin

1 Gentiana sp. 2 Mangifera sp.

Biological Activity of Neomangiferin

DescriptionNeomangiferin exhibits antidiabetic and antiosteoporotic actions; it has beneficial effects on high fat diet-induced nonalcoholic fatty liver disease in rats, it also modulates the Th17/Treg balance and ameliorates colitis in mice.
TargetsPPAR | LDL | TNF-α | NF-kB | IL Receptor | COX | NOS | Fatty Acid Synthase
In vitro

Neomangiferin modulates the Th17/Treg balance and ameliorates colitis in mice.[Pubmed: 26926174 ]

Phytomedicine. 2016 Feb 15;23(2):131-40.

Anemarrhena asphodeloides (Liliaceae family) and Mangifera indica L. (Anacardiaceae family) contain Neomangiferin as the main active constituent and have been used to treat inflammation, asthma, and pain. A preliminary study found that Neomangiferin inhibited splenic T cell differentiation into Th17 cells and promoted Treg cell production in vitro. Therefore, we examined its anti-colitic effects in vitro and in vivo.
METHODS AND RESULTS:
Splenocytes isolated from C57BL/6J mice were treated with Neomangiferin. Colitis was either induced in vivo by intrarectal administration of 2,4,6-trinitrobenzene sulfonic acid (TNBS) to C57BL/6J mice or occurred spontaneously in colitis caused by interleukin (IL)-10 knockout at age of 13 weeks. Mice were treated daily with Neomangiferin or sulfasalazine. Inflammatory markers, cytokines, enzymes and transcription factors were measured by enzyme-linked immunosorbent assay, immunoblot, and flow cytometry. Neomangiferin suppressed retinoic acid receptor-related orphan receptor gamma t (RORγt) and IL-17 expression in IL-6/transforming growth factor β-stimulated Th17 splenocytes and increased IL-10 expression in vitro. Mouse TNBS-induced colon shortening, macroscopic score, and myeloperoxidase activity were inhibited by Neomangiferin, which also reduced TNBS-induced activation of nuclear factor-κB and extracellular signal-regulated kinases, as well as expression of inducible nitric oxide synthase and cyclooxygenase-2. In addition, Neomangiferin inhibited TNBS-induced expression of tumor necrosis factor-α, IL-17, IL-6, and IL-1β, and increased IL-10 expression. Neomangiferin inhibited TNBS-induced differentiation to Th17 cells and promoted the development of Treg cells. Moreover, in IL-10(-/-) mice, Neomangiferin inhibited colonic myeloperoxidase activity, suppressed Th17 cell differentiation, and reduced levels of TNF-α and IL-17.
CONCLUSIONS:
Neomangiferin may restore the balance between Th17/Treg cells by suppressing IL-17 and RORγt expression and inducing IL-10 and forkhead box P3 expression, thus ameliorating colitis.

In vivo

Beneficial effects of neomangiferin on high fat diet-induced nonalcoholic fatty liver disease in rats.[Pubmed: 25661699]

Int Immunopharmacol. 2015 Mar;25(1):218-28.

This study was carried out to determine the effect and mechanism of action of Neomangiferin (NG) on high-fat diet-induced nonalcoholic fatty liver disease (NAFLD) in rats.
METHODS AND RESULTS:
NAFLD rats were randomly assigned into several groups of equal number. NG (50, 25mg/kg·day(-1) BW) and lipanthyl (PT, 5mg/kg·day(-1) BW) were given to the NAFLD rats, respectively. In the study, serum lipids, metabolic rate, liver fat, liver lipids and histology were examined. To further investigate the molecular mechanism of the effect of NG on NAFLD, expression levels of mRNA and protein for peroxisome proliferator-activated receptor α (PPARα), fatty acid transport protein 2 (FATP2), long-chain-fatty-acid - CoA ligase 1 (ACSL1) and carnitine palmitoyltransferase 1a (CPT1a) in the liver were determined by Real Time-PCR and western blot analysis, respectively. NG administration significantly reduced the final body weight, liver fat accumulation, and serum triglyceride (TG), total cholesterol (TC) concentrations, low-density lipoprotein cholesterol (LDL-C), glucose (GLU) levels, and hepatic TG, TC, malondialdehyde (MDA) levels, but increased serum high-density lipoprotein cholesterol (HDL-C) and hepatic superoxide dismutase (SOD) levels. NG upregulated the mRNA and protein expression of PPARα and CPT1a, but downregulated the mRNA and protein expression of FATP2 and ACSL1 in the liver.
CONCLUSIONS:
These results suggested that NG can regulate NAFLD partly by modulating the expression levels of genes involved in FFA uptake and lipid oxidation.

Protocol of Neomangiferin

Structure Identification
J Sep Sci. 2010 Jan;33(1):31-6.

Preparative isolation of neomangiferin and mangiferin from Rhizoma anemarrhenae by high-speed countercurrent chromatography using ionic liquids as a two-phase solvent system modifier.[Pubmed: 19950352]


METHODS AND RESULTS:
A preparative high-speed countercurrent chromatography method for isolation and purification of Neomangiferin and mangiferin from Rhizoma anemarrhenae was successfully established by using ionic liquids as the modifier of the two-phase solvent system. Neomangiferin and mangiferin were purified from the crude extract of R. anemarrhenae by using ethyl acetate-water-[C(4)mim][PF(6)] (5:5:0.2 v/v) as two-phase solvent system. In total, 22.5 mg of Neomangiferin and 70.6 mg of mangiferin were obtained from 150 mg of the crude extract. The purities of Neomangiferin and mangiferin were 97.2 and 98.1%, respectively, as determined by HPLC.
CONCLUSIONS:
The chemical structures of the isolated compounds were identified by (1)H-NMR and (13)C-NMR.

Neomangiferin Dilution Calculator

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Neomangiferin Molarity Calculator

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Preparing Stock Solutions of Neomangiferin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 1.7109 mL 8.5546 mL 17.1092 mL 34.2185 mL 42.7731 mL
5 mM 0.3422 mL 1.7109 mL 3.4218 mL 6.8437 mL 8.5546 mL
10 mM 0.1711 mL 0.8555 mL 1.7109 mL 3.4218 mL 4.2773 mL
50 mM 0.0342 mL 0.1711 mL 0.3422 mL 0.6844 mL 0.8555 mL
100 mM 0.0171 mL 0.0855 mL 0.1711 mL 0.3422 mL 0.4277 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 Neomangiferin

Beneficial effects of neomangiferin on high fat diet-induced nonalcoholic fatty liver disease in rats.[Pubmed:25661699]

Int Immunopharmacol. 2015 Mar;25(1):218-28.

This study was carried out to determine the effect and mechanism of action of Neomangiferin (NG) on high-fat diet-induced nonalcoholic fatty liver disease (NAFLD) in rats. NAFLD rats were randomly assigned into several groups of equal number. NG (50, 25mg/kg.day(-1) BW) and lipanthyl (PT, 5mg/kg.day(-1) BW) were given to the NAFLD rats, respectively. In the study, serum lipids, metabolic rate, liver fat, liver lipids and histology were examined. To further investigate the molecular mechanism of the effect of NG on NAFLD, expression levels of mRNA and protein for peroxisome proliferator-activated receptor alpha (PPARalpha), fatty acid transport protein 2 (FATP2), long-chain-fatty-acid - CoA ligase 1 (ACSL1) and carnitine palmitoyltransferase 1a (CPT1a) in the liver were determined by Real Time-PCR and western blot analysis, respectively. NG administration significantly reduced the final body weight, liver fat accumulation, and serum triglyceride (TG), total cholesterol (TC) concentrations, low-density lipoprotein cholesterol (LDL-C), glucose (GLU) levels, and hepatic TG, TC, malondialdehyde (MDA) levels, but increased serum high-density lipoprotein cholesterol (HDL-C) and hepatic superoxide dismutase (SOD) levels. NG upregulated the mRNA and protein expression of PPARalpha and CPT1a, but downregulated the mRNA and protein expression of FATP2 and ACSL1 in the liver. These results suggested that NG can regulate NAFLD partly by modulating the expression levels of genes involved in FFA uptake and lipid oxidation.

Neomangiferin modulates the Th17/Treg balance and ameliorates colitis in mice.[Pubmed:26926174]

Phytomedicine. 2016 Feb 15;23(2):131-40.

BACKGROUND: Anemarrhena asphodeloides (Liliaceae family) and Mangifera indica L. (Anacardiaceae family) contain Neomangiferin as the main active constituent and have been used to treat inflammation, asthma, and pain. PURPOSE: A preliminary study found that Neomangiferin inhibited splenic T cell differentiation into Th17 cells and promoted Treg cell production in vitro. Therefore, we examined its anti-colitic effects in vitro and in vivo. METHODS: Splenocytes isolated from C57BL/6J mice were treated with Neomangiferin. Colitis was either induced in vivo by intrarectal administration of 2,4,6-trinitrobenzene sulfonic acid (TNBS) to C57BL/6J mice or occurred spontaneously in colitis caused by interleukin (IL)-10 knockout at age of 13 weeks. Mice were treated daily with Neomangiferin or sulfasalazine. Inflammatory markers, cytokines, enzymes and transcription factors were measured by enzyme-linked immunosorbent assay, immunoblot, and flow cytometry. RESULTS: Neomangiferin suppressed retinoic acid receptor-related orphan receptor gamma t (RORgammat) and IL-17 expression in IL-6/transforming growth factor beta-stimulated Th17 splenocytes and increased IL-10 expression in vitro. Mouse TNBS-induced colon shortening, macroscopic score, and myeloperoxidase activity were inhibited by Neomangiferin, which also reduced TNBS-induced activation of nuclear factor-kappaB and extracellular signal-regulated kinases, as well as expression of inducible nitric oxide synthase and cyclooxygenase-2. In addition, Neomangiferin inhibited TNBS-induced expression of tumor necrosis factor-alpha, IL-17, IL-6, and IL-1beta, and increased IL-10 expression. Neomangiferin inhibited TNBS-induced differentiation to Th17 cells and promoted the development of Treg cells. Moreover, in IL-10(-/-) mice, Neomangiferin inhibited colonic myeloperoxidase activity, suppressed Th17 cell differentiation, and reduced levels of TNF-alpha and IL-17. CONCLUSION: Neomangiferin may restore the balance between Th17/Treg cells by suppressing IL-17 and RORgammat expression and inducing IL-10 and forkhead box P3 expression, thus ameliorating colitis.

On-line purity monitoring in high-speed counter-current chromatography: application of HSCCC-HPLC-DAD for the preparation of 5-HMF, neomangiferin and mangiferin from Anemarrhena asphodeloides Bunge.[Pubmed:17349768]

J Pharm Biomed Anal. 2007 May 9;44(1):96-100.

An efficient on-line purity monitoring strategy based on on-line coupling of high-speed counter-current chromatography (HSCCC) with high-performance liquid chromatography-diode array detection (HPLC-DAD) was successfully applied for the first time to the isolation and purification of 5-hydroxymethyl-furancarboxaldehyde (5-HMF), mangiferin and Neomangiferin from the Chinese medicinal plant Anemarrhena asphodeloides Bunge, a plant used in the traditional Chinese medicine. The introduction of on-line purity monitoring in HSCCC has greatly improved the efficiency of this technique by overcoming the drawbacks of post-purification sample handling in HSCCC isolation. The effluent from the outlet of HSCCC was split into two parts, and one was collected, while the other was introduced directly through a switch valve into a HPLC-DAD system for purity monitoring. Using this method the desired fractions with high purities could be collected. From 600 mg partially purified extract, 165.6 mg Neomangiferin and 292.8 mg mangiferin with purities of 98.9 and 99.5%, respectively, were obtained with a two-phase solvent system composed of n-butanol-water (1:1, v/v) by increasing the flow-rate of the mobile phase stepwise from 1.0 to 2.2 ml min(-1) after 210 min. A 17.1mg 5-HMF with purity of 96.6% was also isolated for the first time.

Preparative isolation of neomangiferin and mangiferin from Rhizoma anemarrhenae by high-speed countercurrent chromatography using ionic liquids as a two-phase solvent system modifier.[Pubmed:19950352]

J Sep Sci. 2010 Jan;33(1):31-6.

A preparative high-speed countercurrent chromatography method for isolation and purification of Neomangiferin and mangiferin from Rhizoma anemarrhenae was successfully established by using ionic liquids as the modifier of the two-phase solvent system. Neomangiferin and mangiferin were purified from the crude extract of R. anemarrhenae by using ethyl acetate-water-[C(4)mim][PF(6)] (5:5:0.2 v/v) as two-phase solvent system. In total, 22.5 mg of Neomangiferin and 70.6 mg of mangiferin were obtained from 150 mg of the crude extract. The purities of Neomangiferin and mangiferin were 97.2 and 98.1%, respectively, as determined by HPLC. The chemical structures of the isolated compounds were identified by (1)H-NMR and (13)C-NMR.

Description

Neomangiferin is a natural C-glucosyl xanthone isolated from m the dried rhizome of Anemarrhena asphodeloides. Neomangiferin has significant therapeutic effects on high-fat diet-induced nonalcoholic fatty liver disease (NAFLD) in rats.

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