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Alizarin

$48

  • Brand : BIOFRON

  • Catalogue Number : AV-P12355

  • Specification : 98%

  • CAS number : 72-48-0

  • Formula : C14H8O4

  • Molecular Weight : 240.21

  • PUBCHEM ID : 6293

  • Volume : 100mg

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Catalogue Number

AV-P12355

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

240.21

Appearance

Red brown crystalline powder

Botanical Source

Rubia cordifolia L.

Structure Type

Quinones

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC=C2C(=C1)C(=O)C3=C(C2=O)C(=C(C=C3)O)O

Synonyms

Red 83/Pincoffin/Acid Mordant Red B/1,2-Dihydroxy-9,10-anthracenedione/1,2-Anthraquinonediol/Alizarina/Aliazrin/S NO 1141/Alizarin/Acid Metachrome Red B/dihydroxyanthraquinone/1,2-Dihydroxy anthraquinone/9,10-Anthracenedione, 1,2-dihydroxy-/1,2-Dihydroxy-9,10-anthraquinone/C Ext. Red 62/Alizarine/D & C Orange No. 15/mordant red 11

IUPAC Name

1,2-dihydroxyanthracene-9,10-dione

Applications

Alizarin is a natural dye extracted from the roots of madder plant and has been widely used as a pigment in textile fabrics and paintings[1].

Density

1.5±0.1 g/cm3

Solubility

Flash Point

228.0±23.8 °C

Boiling Point

430.0±40.0 °C at 760 mmHg

Melting Point

287 °C

InChl

InChl Key

WGK Germany

RID/ADR

HS Code Reference

Personal Projective Equipment

Correct Usage

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

Meta Tag

provides coniferyl ferulate(CAS#:72-48-0) 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

29085811

Abstract

Candida albicans is one of the most common pathogen causes fungal infections. This opportunistic pathogen can form biofilms comprised of yeast, hyphae and pseudo hyphal elements, and the hyphal form C. albicans considered as probable virulence factor. We investigated the antibiofilm activities of 13 quinones and anthraquinones related compounds against C. albicans biofilms by using crystal violet and 2,3-bis (2-Methoxy-4-Nitro-5-Sulfo-phenyl)-2H-Tetrazolium-5-Carboxanilide (XTT) reduction assays to assess inhibitions of biofilm growth. Morphological changes in biofilms and biofilm thicknesses were determined by scanning electron microscopy and confocal laser scanning microscopy, respectively. It was found alizarin (1,2-dihydroxyanthraquinone) and chrysazin (1,8-dihydroxyanthraquinone) suppressed C. albicans biofilm formation. Interestingly, alizarin and chrysazin at only 2 μg/ml effectively inhibited hyphal formation and prolonged the survival of C. albicans infected Caenorhabditis elegans, thus showing a distinct antivirulent potential. A structural activity relationship study of alizarin and 6 other anthraquinones showed the presence of a hydroxyl group at C-1 position which is important for antibiofilm and antifilamentation activities. Transcriptomic analyses revealed that alizarin downregulated the expression of several hypha-specific and biofilm related genes (ALS3, ECE1, ECE2, and RBT1). Furthermore, unlike the commercial antifungal drug fluconazole, no acute toxic effect was observed when uninfected nematodes were exposed to alizarin at concentrations up to 1 mg/ml. The results of this study indicate alizarin suppresses the virulence of C. albicans in vivo which suggests alizarin may be considered as a potential candidate for further investigations to develop antifungal agent against fungal pathogen in vivo.

KEYWORDS

C. albicans; alizarin; anthraquinone; biofilm formation; chrysazin; hyphal formation

Title

Alizarin and Chrysazin Inhibit Biofilm and Hyphal Formation by Candida albicans.

Author

Manoharan RK1, Lee JH1, Kim YG1, Lee J1.

Publish date

2017 Oct 16

PMID

30650995

Abstract

AIM:
Alizarin (AZ), that can be isolated from Rubia cordifolia, has biological activities such as antioxidation and anti-inflammatory. This study aimed to investigate the effect of AZ on glucose and lipid metabolism disorders in alloxan-induced diabetic mice and also explored the effect of AZ on insulin resistance in 3T3-L1 adipocytes.

RESULTS:
The research showed that AZ could decrease fasting and postprandial blood glucose, TG, TC and MDA, and it could also increase liver glycogen levels and SOD activity in diabetic mice. AZ could significantly improve the glucose uptake of 3T3-L1 adipocytes under insulin resistance, and could also increase GLUT4 protein expression levels, IRS-1 and Akt protein phosphorylation.

CONCLUSION:
These results showed that AZ has the potential to reduce blood sugar and improve insulin resistance.

KEYWORDS

3T3-L1; IRS-1/PI3K/Akt; alizarin; diabetes; insulin resistance

Title

Alizarin increase glucose uptake through PI3K/Akt signaling and improve alloxan-induced diabetic mice.

Author

Xu L1,2, Xing M1,2, Xu X2, Saadeldeen FS2, Liu Z1,2, Wei J1,2, Kang W1,2.

Publish date

2019 Mar