Isomangiferin

CAS# 24699-16-9

Isomangiferin

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Quality Control of Isomangiferin

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Chemical structure

Isomangiferin

3D structure

Chemical Properties of Isomangiferin

Cas No. 24699-16-9 SDF Download SDF
PubChem ID 5318597 Appearance White-pale yellow powder
Formula C19H18O11 M.Wt 422.34
Type of Compound Xanthones Storage Desiccate at -20°C
Synonyms 1,3,6,7-Tetrahydroxyxanthone 4-C-glucoside
Solubility Soluble in chloroform and methan
Chemical Name 1,3,6,7-tetrahydroxy-4-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]xanthen-9-one
SMILES C1=C2C(=CC(=C1O)O)OC3=C(C2=O)C(=CC(=C3C4C(C(C(C(O4)CO)O)O)O)O)O
Standard InChIKey CDYBOKJASDEORM-HBVDJMOISA-N
Standard InChI InChI=1S/C19H18O11/c20-4-11-15(26)16(27)17(28)19(30-11)13-9(24)2-8(23)12-14(25)5-1-6(21)7(22)3-10(5)29-18(12)13/h1-3,11,15-17,19-24,26-28H,4H2/t11-,15-,16+,17-,19+/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 Isomangiferin

1 Asplenium sp. 2 Belamcanda sp. 3 Cyclopia sp. 4 Mangifera sp. 5 Swertia sp.

Biological Activity of Isomangiferin

DescriptionIsomangiferin has antioxidant and radical-scavenging activities; it also has antiviral effect, may due to its capability of inhibiting virus replication within cells.
TargetsHSV
In vitro

Antiviral effect of mangiferin and isomangiferin on herpes simplex virus[Pubmed: 2554669]

Zhongguo Yao Li Xue Bao. 1989 Jan;10(1):85-90.


METHODS AND RESULTS:
Using tissue culture techniques the present study assured us of the merits of mangiferin and Isomangiferin in the antiviral action against HSV-1. Utilizing 4 main patterns for evaluating drug effectiveness (ie intratube drug-on-virus direct action, simultaneous addition of drug-virus-inoculum to cell bottle, virus inoculation preceding drug addition, and drug addition followed by virus inoculation), it was readily found by logarithm determination of HSV-I inhibition that Isomangiferin was superior to such control drugs as acyclovir, idoxuridine, and cyclocytidine in logarithm by 0.27-0.50, and that mangiferin was lower than Isomangiferin in logarithm by 0.53. The average plaque reduction rates of mangiferin and Isomangiferin were 69.5% and 56.8%, respectively.
CONCLUSIONS:
All in all, the antiviral effect of mangiferin and Isomangiferin was attributed presumably to their capability to inhibit virus replication within cells.

Antioxidant C-glucosylxanthones from the leaves of Arrabidaea patellifera.[Pubmed: 18950229]

J Nat Prod. 2008 Nov;71(11):1887-90.


METHODS AND RESULTS:
Chemical investigation of the methanol extract from the leaves of Arrabidaea patellifera, a Bignoniaceae from Panama, afforded mangiferin, Isomangiferin, and six new derivatives (3'-O-p-hydroxybenzoylmangiferin, 3'-O-trans-coumaroylmangiferin, 6'-O-trans-coumaroylmangiferin, 3'-O-trans-cinnamoylmangiferin, 3'-O-trans-caffeoylmangiferin, and 3'-O-benzoylmangiferin). All these compounds had antioxidant and radical-scavenging activities, and four of them were relatively active in vitro against Plasmodium falciparum.
CONCLUSIONS:
The structures were determined by spectrometric and chemical methods, including 1D and 2D NMR experiments and MS analysis.

Protocol of Isomangiferin

Structure Identification
Eur. Food Res.Technol., 2003, 216(3):270-3.

Reversed-phase HPLC determination of mangiferin, isomangiferin and hesperidin in Cyclopia and the effect of harvesting date on the phenolic composition of C. genistoides[Reference: WebLink]

A reversed-phase HPLC method for separation of polyphenols in honeybush tea (Cyclopia spp.) is presented. Separation of eriodictyol, luteolin, medicagol, formononetin, mangiferin, Isomangiferin, hesperetin and hesperidin was investigated. A C12 stationary phase was required to separate mangiferin and Isomangiferin.
METHODS AND RESULTS:
The method was used to quantify the three major polyphenols (mangiferin, Isomangiferin and hesperidin) in C. genistoides, C. intermedia, C. maculata and C. sessiliflora and to study the effect of harvesting date on these compounds in two types of C. genistoides. The highest levels of the xanthones, mangiferin (3.61 g/100 g) and Isomangiferin (0.54 g/100 g), and the flavanone, hesperidin (1.74 g/100 g), were found for C. genistoides (both xanthones) and C. intermedia, respectively. Cyclopia sessiliflora contained the lowest levels of mangiferin (1.04 g/100 g) and hesperidin (0.29 g/100 g). The mangiferin content of both the Overberg and West Coast types decreased with harvesting date (P <0.05).
CONCLUSIONS:
The Overberg type contained more mangiferin, but hesperidin was more prominent in the West Coast type.

Isomangiferin Dilution Calculator

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Isomangiferin Molarity Calculator

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Preparing Stock Solutions of Isomangiferin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.3678 mL 11.8388 mL 23.6776 mL 47.3552 mL 59.194 mL
5 mM 0.4736 mL 2.3678 mL 4.7355 mL 9.471 mL 11.8388 mL
10 mM 0.2368 mL 1.1839 mL 2.3678 mL 4.7355 mL 5.9194 mL
50 mM 0.0474 mL 0.2368 mL 0.4736 mL 0.9471 mL 1.1839 mL
100 mM 0.0237 mL 0.1184 mL 0.2368 mL 0.4736 mL 0.5919 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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Background on Isomangiferin

Isomangiferin, a natural product, is reported to have antiviral activity.

References:
[1]. Zheng MS, et al. Antiviral effect of mangiferin and isomangiferin on herpes simplex virus. Chin Med J (Engl). 1990 Feb;103(2):160-5. [2]. Gerassim M Kitanov, et al. Mangiferin and isomangiferin in some Hypericum species. Biochemical Systematics and Ecology Volume 26, Issue 6, 1 September 1998, Pages 647–653

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References on Isomangiferin

Antioxidant C-glucosylxanthones from the leaves of Arrabidaea patellifera.[Pubmed:18950229]

J Nat Prod. 2008 Nov;71(11):1887-90.

Chemical investigation of the methanol extract from the leaves of Arrabidaea patellifera, a Bignoniaceae from Panama, afforded mangiferin, Isomangiferin, and six new derivatives (3'-O-p-hydroxybenzoylmangiferin, 3'-O-trans-coumaroylmangiferin, 6'-O-trans-coumaroylmangiferin, 3'-O-trans-cinnamoylmangiferin, 3'-O-trans-caffeoylmangiferin, and 3'-O-benzoylmangiferin). All these compounds had antioxidant and radical-scavenging activities, and four of them were relatively active in vitro against Plasmodium falciparum. The structures were determined by spectrometric and chemical methods, including 1D and 2D NMR experiments and MS analysis.

[Antiviral effect of mangiferin and isomangiferin on herpes simplex virus].[Pubmed:2554669]

Zhongguo Yao Li Xue Bao. 1989 Jan;10(1):85-90.

Using tissue culture techniques the present study assured us of the merits of mangiferin and Isomangiferin in the antiviral action against HSV-1. Utilizing 4 main patterns for evaluating drug effectiveness (ie intratube drug-on-virus direct action, simultaneous addition of drug-virus-inoculum to cell bottle, virus inoculation preceding drug addition, and drug addition followed by virus inoculation), it was readily found by logarithm determination of HSV-I inhibition that Isomangiferin was superior to such control drugs as acyclovir, idoxuridine, and cyclocytidine in logarithm by 0.27-0.50, and that mangiferin was lower than Isomangiferin in logarithm by 0.53. The average plaque reduction rates of mangiferin and Isomangiferin were 69.5% and 56.8%, respectively. All in all, the antiviral effect of mangiferin and Isomangiferin was attributed presumably to their capability to inhibit virus replication within cells.

Description

Isomangiferin, a natural product, is reported to have antiviral activity.

Keywords:

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