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Daidzin

$78

  • Brand : BIOFRON

  • Catalogue Number : BF-D1003

  • Specification : 98%

  • CAS number : 552-66-9

  • Formula : C21H20O9

  • Molecular Weight : 416.38

  • PUBCHEM ID : 107971

  • Volume : 20mg

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Catalogue Number

BF-D1003

Analysis Method

HPLC,NMR,MS

Specification

98%

Storage

2-8°C

Molecular Weight

416.38

Appearance

White crystalline powder

Botanical Source

Cullen corylifolium,Pueraria montana var. lobata,Solanum lyratum,Trifolium pratense,Eleutherococcus senticosus

Structure Type

Flavonoids

Category

Standards;Natural Pytochemical;API

SMILES

C1=CC(=CC=C1C2=COC3=C(C2=O)C=CC(=C3)OC4C(C(C(C(O4)CO)O)O)O)O

Synonyms

daidzein 7-O-β-D-glucoside/Daidzein 7-O-glucoside/4H-1-Benzopyran-4-one, 7-(β-D-glucopyranosyloxy)-3-(4-hydroxyphenyl)-/4'-hydroxyisoflavone-7-O-glucoside/Daidzin/Daidzein-7-glucoside/3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one/4',7-hydroxyisoflavone-7-glucoside/3-(4-Hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranoside/Daidzein-7-O-β-D-glucopyranoside/4',7-dihydroxyisoflavone-7-D-glucoside/7-O-B-D-GLUCOPYRANOSIDE/Diadzein 7-O-glucoside/Daidzoside/daidzein 7-O-beta-D-glucoside

IUPAC Name

3-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one

Density

1.6±0.1 g/cm3

Solubility

Methanol

Flash Point

259.8±26.4 °C

Boiling Point

727.6±60.0 °C at 760 mmHg

Melting Point

234-236°C

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#:552-66-9) MSDS, density, melting point, boiling point, structure, formula, molecular weight etc. Articles of coniferyl ferulate are included as well.>> amp version: coniferyl ferulate

PMID

29740252

Abstract

Present investigation evaluates the effect of daidzin in dry eye rat model through the suppression of inflammation and oxidative stress in the cornea. Briefly, electron spine resonance was used for the estimation of radical scavenging activity of daidzin and COX Fluorescent Activity Assay Kit was used for the estimation of PGS activity. Dry eye rat model was developed by removing the lacrimal gland and effect of daidzin was evaluated in dry eye rat model by estimating the fluorescein score, tear volume and expressions of heme oxigenase (HO-1), TNF α, Interlukin 6 (IL-6), matrix metallopeptidase 9 (MMP-9) and PGS-2. Result of the present study suggested that daidzin possess tyrosyl radical scavenging activity and thereby decreases the oxidative stress. Activity of PGS significantly increases in dry eye which was inhibited by daidzin treatment due to competitive inhibition of PGS. It also recovers the tear volume in dry eye rat model in which lacrimal gland was removed. Thus corneal erosion was improved by daidzin in dry eye rat model. Thus present study concludes that treatment with daidzin protects the cornea in dry eye rat model by suppression inflammation and oxidative stress.

KEYWORDS

Daidzin; Dry eye; Inflammation; Radical scavenging activity

Title

Beneficial effect of daidzin in dry eye rat model through the suppression of inflammation and oxidative stress in the cornea.

Author

Xiao F1, Cui H1, Zhong X2.

Publish date

2018 May

PMID

30815307

Abstract

Amylosucrases (ASase, EC 2.4.1.4) from Deinococcus geothermalis (DGAS) and Neisseria polysaccharea (NPAS) were heterologously expressed in Bacillus subtilis. While DGAS was successfully expressed, NPAS was not. Instead, NPAS was expressed in Escherichia coli. Recombinant DGAS and NPAS were purified using nickel-charged affinity chromatography and employed to modify daidzin to enhance its water solubility and bioavailability. Analyses by LC/MS revealed that the major products of transglycosylation using DGAS were daidzein diglucoside and daidzein triglucoside, whereas that obtained by NPAS was only daidzein diglucoside. The optimal bioconversion conditions for daidzein triglucoside, which was predicted to have the highest water-solubility among the daidzin derivatives, was determined to be 4% (w/v) sucrose and 250 mg/L daidzin in sodium phosphate pH 7.0, with a reaction time of 12 h. Taken together, we suggest that the yield and product specificity of isoflavone daidzin transglycosylation may be modulated by the source of ASase and reaction conditions.

KEYWORDS

Amylosucrase; Bacillus subtilis; Daidzin; Deinococcus geothermalis; Transglycosylation

Title

Enzymatic modification of daidzin using heterologously expressed amylosucrase in Bacillus subtilis.

Author

Kim ER1, Rha CS1, Jung YS1, Choi JM1, Kim GT1, Jung DH1, Kim TJ2, Seo DH3, Kim DO1, Park CS1.

Publish date

2018 Aug 18

PMID

30252154

Abstract

AIMS:
We explored the therapeutic potential of intragastric administration traditional Chinese medicine Glycine tomentella Hayata (I-Tiao-Gung, ITG) extract and its active component Daidzin on cyclophosphamide (CYP)-induced cystitis and bladder hyperactivity in rats.

METHODS:
Female Wistar rats were divided into control, CYP (200 mg/kg), CYP + ITG (1.17 g/kg/day), CYP + Daidzin (12.5 mg/kg/day), and 1 week of ITG preconditioning with CYP (ITG + CYP) groups. We determined the trans cystometrogram associated with external urethral sphincter electromyogram, and the expression of M2 and M3 muscarinic and P2 × 2 and P2 × 3 purinergic receptors by Western blot in these animals.

RESULTS:
ITG extract contains 1.07% of Daidzin and 0.77% of Daidzein by high-performance liquid chromatography. Daidzin was more efficient than Daidzein in scavenging H2 O2 activity by a chemiluminescence analyzer. CYP induced higher frequency, shorter intercontraction interval, lower maximal voiding pressure, lower threshold pressure, and Phase-2 emptying contraction with a depressed external urethral sphincter electromyogram activity, and hemorrhagic cystitis in the bladders. The altered parameters by CYP were significantly improved in CYP + ITG, CYP + Daidzin, and ITG + CYP groups. The P2 × 2 and P2 × 3 expressions were significantly upregulated in CYP group, but were depressed in CYP + ITG, CYP + Daidzin, and ITG + CYP groups. The M2 expression was not significantly different among these five groups. The M3 expression was significantly upregulated in CYP group, but was significantly depressed in CYP + ITG, CYP + Daidzin, and ITG + CYP groups.

CONCLUSIONS:
These data suggest that ITG extract through its active component Daidzin effectively improved CYP-induced cystitis by the action of restoring Phase 2 activity and inhibiting the expressions of P2 × 2, P2 × 3, and M3 receptors.

© 2018 Wiley Periodicals, Inc

KEYWORDS

I-Tiao-Gung; cyclophosphamide; daidzin; muscarinic receptor; overactive bladder; purinergic receptor

Title

I-Tiao-Gung extract through its active component daidzin improves cyclophosphamide-induced bladder dysfunction in rat model.

Author

Wu KC1, Chiang BJ1,2, Tsai WH3, Chung SD4,5, Chien CT1.

Publish date

2018 Nov


Description :

Daidzin is an isoflavone that has anti-oxidant, anti-carcinogenic, and anti-atherosclerotic activities; directly inhibits mitochondrial aldehyde dehydrogenase 2 (IC50 = 80 nM) and is an effective anti-dipsotropic isoflavone.