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neomangiferin

$288

  • Brand : BIOFRON

  • Catalogue Number : BD-D1342

  • Specification : 98%(HPLC)

  • CAS number : 64809-67-2

  • Formula : C25H28O16

  • Molecular Weight : 584.48

  • PUBCHEM ID : 6918448

  • Volume : 20MG

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Catalogue Number

BD-D1342

Analysis Method

HPLC,NMR,MS

Specification

98%(HPLC)

Storage

2-8℃

Molecular Weight

584.48

Appearance

Light yellow powder

Botanical Source

Mangifera indica L./Anemarrhena asphodeloides Bge.

Structure Type

Xanthones

Category

Standards;Natural Pytochemical;API

SMILES

C1=C2C(=CC(=C1OC3C(C(C(C(O3)CO)O)O)O)O)OC4=C(C2=O)C(=C(C(=C4)O)C5C(C(C(C(O5)CO)O)O)O)O

Synonyms

eoMangiferin/D-Glucitol, 1,5-anhydro-1-C-[7-(β-D-glucopyranosyloxy)-1,3,6-trihydroxy-9-oxo-9H-xanthen-2-yl]-, (1S)-/(1S)-1,5-Anhydro-1-[7-(β-D-glucopyranosyloxy)-1,3,6-trihydroxy-9-oxo-9H-xanthen-2-yl]-D-glucitol

IUPAC 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

Applications

Density

1.839

Solubility

Methanol; DMSO

Flash Point

343.913ºC

Boiling Point

1026.377ºC at 760 mmHg

Melting Point

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

2938900000

Personal Projective Equipment

Correct Usage

For Reference Standard and R&D, Not for Human Use Directly.

Meta Tag

provides coniferyl ferulate(CAS#:64809-67-2) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

No Technical Documents Available For This Product.

PMID

26926174

Abstract

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 (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.

CONCLUSION:
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.

Copyright © 2016 Elsevier GmbH. All rights reserved.

KEYWORDS

Colitis; Differentiation; IL-10 knockout; Neomangiferin; Th17; Treg

Title

Neomangiferin modulates the Th17/Treg balance and ameliorates colitis in mice.

Author

Lim SM1, Kang GD1, Jeong JJ1, Choi HS2, Kim DH3.

Publish date

2016 Feb 15

PMID

27714296

Abstract

Total synthesis of mangiferin, homomangiferin, and neomangiferin, three C-glycosyl xanthone natural products with a wide spectrum of pharmacological effects, has been achieved starting from 2,3,4,6-tetra-O-benzyl-α/β-d-glucopyranose. The key steps involve a stereoselective Lewis acid promoted C-glycosylation of protected phloroglucinol with tetrabenzylglucopyranosyl acetate and a highly regioselective base-induced cyclization for the construction of the core xanthone skeleton.

Title

Total synthesis of mangiferin, homomangiferin, and neomangiferin.

Author

Wei X1, Liang D1, Wang Q1, Meng X1, Li Z2.

Publish date

2016 Sep 21

PMID

29404001

Abstract

Neomangiferin, a natural C-glucosyl xanthone, has recently received a great deal of attention due to its multiple biological activities. In this study, a rapid and sensitive ultra-high performance liquid chromatography tandem mass spectrometry (UHPLC-MS/MS) method for the quantification of neomangiferin in rat plasma was developed. Using chloramphenicol as an internal standard (IS), plasma samples were subjected to a direct protein precipitation process using methanol (containing 0.05% formic acid). Quantification was performed by multiple reactions monitoring (MRM) method, with the transitions of the parent ions to the product ions of m/z 583.1→330.9 for NG and m/z 321.1→151.9 for IS. The assay was shown to be linear over the range of 0.2-400 ng/mL, with a lower limit of quantification of 0.2 ng/mL. Mean recovery of neomangiferin in plasma was in the range of 97.76%-101.94%. Relative standard deviations (RSDs) of intra-day and inter-day precision were both <10%. The accuracy of the method ranged from 94.20% to 108.72%. This method was successfully applied to pharmacokinetic study of neomangiferin after intravenous (2 mg/kg) and intragastric (10 mg/kg) administration for the first time. The oral absolute bioavailability of neomangiferin was estimated to be 0.53%±0.08% with an elimination half-life (t1/2) value of 2.74±0.92 h, indicating its poor absorption and/or strong metabolism in vivo.

KEYWORDS

Bioavailability; Neomangiferin; Pharmacokinetics; Rat plasma; UHPLC-MS/MS

Title

Quantification of neomangiferin in rat plasma by liquid chromatography-tandem mass spectrometry and its application to bioavailability study.

Author

Yang B1, Liu Z1, Shang S1, Qin X1, Xia P1.

Publish date

2016 Oct;