Irisflorentin

CAS# 41743-73-1

Irisflorentin

Catalog No. BCN1278----Order now to get a substantial discount!

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Quality Control of Irisflorentin

Number of papers citing our products

Chemical structure

Irisflorentin

3D structure

Chemical Properties of Irisflorentin

Cas No. 41743-73-1 SDF Download SDF
PubChem ID 170569 Appearance White powder
Formula C20H18O8 M.Wt 386.35
Type of Compound Flavonoids Storage Desiccate at -20°C
Solubility DMSO : 50 mg/mL (129.42 mM; Need ultrasonic)
Chemical Name 9-methoxy-7-(3,4,5-trimethoxyphenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
SMILES COC1=CC(=CC(=C1OC)OC)C2=COC3=CC4=C(C(=C3C2=O)OC)OCO4
Standard InChIKey RISXUTCDCPHJFQ-UHFFFAOYSA-N
Standard InChI InChI=1S/C20H18O8/c1-22-13-5-10(6-14(23-2)18(13)24-3)11-8-26-12-7-15-19(28-9-27-15)20(25-4)16(12)17(11)21/h5-8H,9H2,1-4H3
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 Irisflorentin

The rhizomes of Belamcanda chinensis (L.) DC.

Biological Activity of Irisflorentin

DescriptionIrisflorentin has anti-inflammatory activity, it can markedly reduce the transcriptional and translational levels of inducible nitric oxide synthase (iNOS) as well as the production of NO, it also can significantly inhibit TNF-α, IL-1βand IL-6 at both the transcriptional and translational levels; Irisflorentin has potential to ameliorate Parkinson’s disease in Caenorhabditis elegans models by promoting rpn-3 expression and down-regulating egl-1 expression; Irisflorentin may as an immunotherapeutic adjuvant.
TargetsNOS | NO | TNF-α | IL Receptor | IkB | p65 | JNK | ERK | AP-1 | p38MAPK | NF-kB | IKK
In vitro

Irisflorentin improves α-synuclein accumulation and attenuates 6-OHDA-induced dopaminergic neuron degeneration, implication for Parkinson's disease therapy.[Pubmed: 25705584]

Biomedicine (Taipei). 2015;5(1):4. Epub 2015 Feb 2.

Parkinson's disease (PD) is a degenerative disorder of the central nervous system that is characterized by progressive loss of dopaminergic neurons in the substantia nigra pars compacta as well as motor impairment. Aggregation of α-synuclein in neuronal cells plays a key role in this disease. At present, therapeutics for PD provides moderate symptomatic benefits, but it is not able to delay the development of the disease. Current efforts toward the treatment of PD are to identify new drugs that slow or arrest the progressive course of PD by interfering with a disease-specific pathogenetic process in PD patients. Irisflorentin derived from the roots of Belamcanda chinensis (L.) DC. is an herb which has been used for the treatment of inflammatory disorders in traditional Chinese medicine.
METHODS AND RESULTS:
The purpose of the present study was to assess the potential for Irisflorentin to ameliorate PD in Caenorhabditis elegans models. Our data reveal that Irisflorentin prevents α-synuclein accumulation in the transgenic Caenorhabditis elegans model and also improves dopaminergic neuron degeneration, food-sensing behavior, and life-span in a 6-hydroxydopamine-induced Caenorhabditis elegans model, thus indicating its potential as a anti-parkinsonian drug candidate. Irisflorentin may exert its effects by promoting rpn-3 expression to enhance the activity of proteasomes and down-regulating egl-1 expression to block apoptosis pathways.
CONCLUSIONS:
These findings encourage further investigation on Irisflorentin as a possible potent agent for PD treatment.

Irisflorentin modifies properties of mouse bone marrow-derived dendritic cells and reduces the allergic contact hypersensitivity responses.[Pubmed: 25654487]

Cell Transplant. 2015;24(3):573-88.

Irisflorentin is an isoflavone component derived from the roots of Belamcanda chinensis (L.) DC. In traditional Chinese medicine, this herb has pharmacological properties to treat inflammatory disorders. Dendritic cells (DCs) are crucial modulators for the development of optimal T-cell immunity and maintenance of tolerance. Aberrant activation of DCs can induce harmful immune responses, and so agents that effectively improve DC properties have great clinical value.
METHODS AND RESULTS:
We herein investigated the effects of Irisflorentin on lipopolysaccharide (LPS)-stimulated maturation of mouse bone marrow-derived DCs in vitro and in the contact hypersensitivity response (CHSR) in vivo. Our results demonstrated that treatment with up to 40 μM Irisflorentin does not cause cellular toxicity. Irisflorentin significantly lessened the proinflammatory cytokine production (tumor necrosis factor-α, interleukin-6, and interleukin-12p70) by LPS-stimulated DCs. Irisflorentin also inhibited the expression of LPS-induced major histocompatibility complex class II and costimulatory molecules (CD40 and CD86) on LPS-stimulated DCs. In addition, Irisflorentin diminished LPS-stimulated DC-elicited allogeneic T-cell proliferation. Furthermore, Irisflorentin significantly interfered with LPS-induced activation of IκB kinase, c-Jun N-terminal kinase, and p38, as well as the nuclear translocation of NF-κB p65. Subsequently, treatment with Irisflorentin obviously weakened 2,4-dinitro-1-fluorobenzene-induced delayed-type hypersensitivity.
CONCLUSIONS:
These findings suggest new insights into the role of Irisflorentin as an immunotherapeutic adjuvant through its capability to modulate the properties of DCs.

Protocol of Irisflorentin

Cell Research

Suppressive effects of irisflorentin on LPS-induced inflammatory responses in RAW 264.7 macrophages.[Pubmed: 24740875]

Exp Biol Med (Maywood). 2014 Apr 16;239(8):1018-1024.

Irisflorentin, a naturally occurring isoflavone, is an abundant active constituent in Rhizoma Belamcandae. Although some chemical studies have been reported, pharmacological actions of Irisflorentin are not well studied.
METHODS AND RESULTS:
In this study, we demonstrate the anti-inflammatory activity of Irisflorentin in lipopolysaccharides (LPS)-stimulated RAW 264.7 macrophages. Irisflorentin markedly reduces the transcriptional and translational levels of inducible nitric oxide synthase (iNOS) as well as the production of NO. Furthermore, it also significantly inhibits TNF-α, IL-1β and IL-6 at both the transcriptional and translational levels. These effects mainly act via ERK1/2 - and p38-mediated the activator protein-1 (AP-1) rather than the nuclear factor-κB (NF-κB) pathway.
CONCLUSIONS:
Thus, our study elucidates the anti-inflammatory mechanism of Irisflorentin in LPS-activated RAW 264.7 macrophages.

Structure Identification
J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Dec 1;879(31):3735-41.

Simultaneous determination of tectorigenin, irigenin and irisflorentin in rat plasma and urine by UHPLC-MS/MS: application to pharmacokinetics.[Pubmed: 22071270]


METHODS AND RESULTS:
A sensitive and reliable ultra-high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry (UHPLC-ESI-MS/MS) has been developed and validated for the simultaneous determination of three active components, i.e., tectorigenin, irigenin and Irisflorentin, in rat plasma and urine after oral administration of Rhizoma Belamcandae extract. Chromatographic separation was achieved on a Zorbax SB-C(18) column (50 mm × 2.1 mm, 1.8 μm; Agilent, USA) with gradient elution using a mobile phase that consisted of acetonitrile - 0.1% formic acid in water at a flow rate of 0.4 mL/min. Detection was performed by a triple-quadrupole tandem mass spectrometer in multiple reaction monitoring (MRM) mode via polarity switching between the negative (for tectorigenin and irigenin) and positive (for Irisflorentin) ionization modes. The calibration curve was linear over a range of 50-50,000 ng/mL for tectorigenin, 10-5000 ng/mL for irigenin and 0.1-200 ng/mL for Irisflorentin, respectively. The intra- and inter-day precisions (RSD %) were within 11.3% for all analytes, whereas the deviation of assay accuracies ranged from -8.7 to +11.1%.
CONCLUSIONS:
All analytes were proven to be stable during all sample storage and analysis procedures. This method was successfully applied to a pharmacokinetic study of the three isoflavones after oral administration of Rhizoma Belamcandae extract to rats.

Irisflorentin Dilution Calculator

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Preparing Stock Solutions of Irisflorentin

1 mg 5 mg 10 mg 20 mg 25 mg
1 mM 2.5883 mL 12.9416 mL 25.8833 mL 51.7665 mL 64.7082 mL
5 mM 0.5177 mL 2.5883 mL 5.1767 mL 10.3533 mL 12.9416 mL
10 mM 0.2588 mL 1.2942 mL 2.5883 mL 5.1767 mL 6.4708 mL
50 mM 0.0518 mL 0.2588 mL 0.5177 mL 1.0353 mL 1.2942 mL
100 mM 0.0259 mL 0.1294 mL 0.2588 mL 0.5177 mL 0.6471 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 Irisflorentin

Irisflorentin improves alpha-synuclein accumulation and attenuates 6-OHDA-induced dopaminergic neuron degeneration, implication for Parkinson's disease therapy.[Pubmed:25705584]

Biomedicine (Taipei). 2015;5(1):4.

Parkinson's disease (PD) is a degenerative disorder of the central nervous system that is characterized by progressive loss of dopaminergic neurons in the substantia nigra pars compacta as well as motor impairment. Aggregation of alpha-synuclein in neuronal cells plays a key role in this disease. At present, therapeutics for PD provides moderate symptomatic benefits, but it is not able to delay the development of the disease. Current efforts toward the treatment of PD are to identify new drugs that slow or arrest the progressive course of PD by interfering with a disease-specific pathogenetic process in PD patients. Irisflorentin derived from the roots of Belamcanda chinensis (L.) DC. is an herb which has been used for the treatment of inflammatory disorders in traditional Chinese medicine. The purpose of the present study was to assess the potential for Irisflorentin to ameliorate PD in Caenorhabditis elegans models. Our data reveal that Irisflorentin prevents alpha-synuclein accumulation in the transgenic Caenorhabditis elegans model and also improves dopaminergic neuron degeneration, food-sensing behavior, and life-span in a 6-hydroxydopamine-induced Caenorhabditis elegans model, thus indicating its potential as a anti-parkinsonian drug candidate. Irisflorentin may exert its effects by promoting rpn-3 expression to enhance the activity of proteasomes and down-regulating egl-1 expression to block apoptosis pathways. These findings encourage further investigation on Irisflorentin as a possible potent agent for PD treatment.

Irisflorentin modifies properties of mouse bone marrow-derived dendritic cells and reduces the allergic contact hypersensitivity responses.[Pubmed:25654487]

Cell Transplant. 2015;24(3):573-88.

Irisflorentin is an isoflavone component derived from the roots of Belamcanda chinensis (L.) DC. In traditional Chinese medicine, this herb has pharmacological properties to treat inflammatory disorders. Dendritic cells (DCs) are crucial modulators for the development of optimal T-cell immunity and maintenance of tolerance. Aberrant activation of DCs can induce harmful immune responses, and so agents that effectively improve DC properties have great clinical value. We herein investigated the effects of Irisflorentin on lipopolysaccharide (LPS)-stimulated maturation of mouse bone marrow-derived DCs in vitro and in the contact hypersensitivity response (CHSR) in vivo. Our results demonstrated that treatment with up to 40 muM Irisflorentin does not cause cellular toxicity. Irisflorentin significantly lessened the proinflammatory cytokine production (tumor necrosis factor-alpha, interleukin-6, and interleukin-12p70) by LPS-stimulated DCs. Irisflorentin also inhibited the expression of LPS-induced major histocompatibility complex class II and costimulatory molecules (CD40 and CD86) on LPS-stimulated DCs. In addition, Irisflorentin diminished LPS-stimulated DC-elicited allogeneic T-cell proliferation. Furthermore, Irisflorentin significantly interfered with LPS-induced activation of IkappaB kinase, c-Jun N-terminal kinase, and p38, as well as the nuclear translocation of NF-kappaB p65. Subsequently, treatment with Irisflorentin obviously weakened 2,4-dinitro-1-fluorobenzene-induced delayed-type hypersensitivity. These findings suggest new insights into the role of Irisflorentin as an immunotherapeutic adjuvant through its capability to modulate the properties of DCs.

Simultaneous determination of tectorigenin, irigenin and irisflorentin in rat plasma and urine by UHPLC-MS/MS: application to pharmacokinetics.[Pubmed:22071270]

J Chromatogr B Analyt Technol Biomed Life Sci. 2011 Dec 1;879(31):3735-41.

A sensitive and reliable ultra-high-performance liquid chromatography-electrospray ionization-tandem mass spectrometry (UHPLC-ESI-MS/MS) has been developed and validated for the simultaneous determination of three active components, i.e., tectorigenin, irigenin and Irisflorentin, in rat plasma and urine after oral administration of Rhizoma Belamcandae extract. Chromatographic separation was achieved on a Zorbax SB-C(18) column (50 mm x 2.1 mm, 1.8 mum; Agilent, USA) with gradient elution using a mobile phase that consisted of acetonitrile - 0.1% formic acid in water at a flow rate of 0.4 mL/min. Detection was performed by a triple-quadrupole tandem mass spectrometer in multiple reaction monitoring (MRM) mode via polarity switching between the negative (for tectorigenin and irigenin) and positive (for Irisflorentin) ionization modes. The calibration curve was linear over a range of 50-50,000 ng/mL for tectorigenin, 10-5000 ng/mL for irigenin and 0.1-200 ng/mL for Irisflorentin, respectively. The intra- and inter-day precisions (RSD %) were within 11.3% for all analytes, whereas the deviation of assay accuracies ranged from -8.7 to +11.1%. All analytes were proven to be stable during all sample storage and analysis procedures. This method was successfully applied to a pharmacokinetic study of the three isoflavones after oral administration of Rhizoma Belamcandae extract to rats.

Suppressive effects of irisflorentin on LPS-induced inflammatory responses in RAW 264.7 macrophages.[Pubmed:24740875]

Exp Biol Med (Maywood). 2014 Aug;239(8):1018-1024.

Irisflorentin, a naturally occurring isoflavone, is an abundant active constituent in Rhizoma Belamcandae. Although some chemical studies have been reported, pharmacological actions of Irisflorentin are not well studied. In this study, we demonstrate the anti-inflammatory activity of Irisflorentin in lipopolysaccharides (LPS)-stimulated RAW 264.7 macrophages. Irisflorentin markedly reduces the transcriptional and translational levels of inducible nitric oxide synthase (iNOS) as well as the production of NO. Furthermore, it also significantly inhibits TNF-alpha, IL-1beta and IL-6 at both the transcriptional and translational levels. These effects mainly act via ERK1/2 - and p38-mediated the activator protein-1 (AP-1) rather than the nuclear factor-kappaB (NF-kappaB) pathway. Thus, our study elucidates the anti-inflammatory mechanism of Irisflorentin in LPS-activated RAW 264.7 macrophages.

Description

Irisflorentin, a naturally occurring isoflavone, is an abundant active constituent in Rhizoma Belamcandae. Irisflorentin markedly reduces the transcriptional and translational levels of inducible nitric oxide synthase (iNOS) as well as the production of NO. Anti-inflammatory activity.

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