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KURARINONE

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KURARINONE Basic information

Product Name:
KURARINONE
Synonyms:
  • KURARINONE
  • Kurarinon
  • Marini
  • 4H-1-Benzopyran-4-one,2-(2,4-dihydroxyphenyl)-2,3-dihydro-7-hydroxy-5-methoxy-8-[(2R)-5-methyl-2-(1-methylethenyl)-4-hexen-1-yl]-,(2S)-
  • 2-(2,4-Dihydroxyphenyl)-2,3-dihydro-7-hydroxy-5-methoxy-8-[5-methyl-2-(1-methylethenyl)-4-hexenyl]-4H-1-benzopyran-4-one
  • Kurarinone >=98% (HPLC)
  • 2-(2,4-dihydroxyphenyl)-5,7-dihydroxy-8-(5-methyl-2-prop-1-en-2-ylhex-4-enyl)-2,3-dihydrochromen-4-one
  • (S)-2-(2,4-Dihydroxyphenyl)-7-hydroxy-5-methoxy-8-((R)-5-methyl-2-(prop-1-en-2-yl)hex-4-en-1-yl)chroman-4-one
CAS:
34981-26-5
MF:
C26H30O6
MW:
438.51
EINECS:
233-305-4
Mol File:
34981-26-5.mol
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KURARINONE Chemical Properties

Melting point:
117-119℃
Boiling point:
651.4±55.0 °C(Predicted)
Density 
1?+-.0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
form 
Powder
pka
7.49±0.40(Predicted)
color 
Light yellow to yellow
biological source
(isolated from Caragana sinica)
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KURARINONE Usage And Synthesis

Uses

Kurarinone is an orally active flavonoid isolated from matrine that inhibits the pathogenesis of experimental autoimmune encephalomyelitis by inhibiting cell differentiation of Th1 and Th17. Kurarinone has antitumor and anti-inflammatory activity[1][2][3].

Definition

ChEBI: (2S)-(-)-kurarinone is a trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 7, 2' and 4', a lavandulyl group at position 8 and a methoxy group at position 5. Isolated from the roots of Sophora flavescens, it exhibits cytotoxicity against human myeloid leukemia HL-60 cells. It has a role as a metabolite and an antineoplastic agent. It is a trihydroxyflavanone, a monomethoxyflavanone and a member of 4'-hydroxyflavanones. It is functionally related to a (2S)-flavanone.

Biological Activity

Kurarinone, a flavonoid isolated from Sophora flavescens, inhibits the pathogenesis of experimental autoimmune encephalomyelitis by inhibiting the differentiation of Th1 and Th17 cells.

Physiological effects

Kurarinon has an anti-endothelial cell proliferative activity, and it has a significant inhibitory effect on endothelial cell proliferation with a median inhibitory concentration (IC50) of 12ug/ml.

in vivo

Kurarinone (100 mg/kg, oral, days 21-42) has therapeutic effects in a collagen-induced arthritis (CIA) mouse model[3].
? Kurarinone (100 mg/kg, po, from day 21-42) has a therapeutic effect in a mouse model of collagen-induced arthritis (CIA)[3].

Animal Model:CIA Mouse Model[3]
Dosage:100 mg/kg
Administration:po
Result:Reduced the levels of proinflammatory cytokines, TNF-α, IL-6, IFN-γ, and IL-17A.
Reduced STAT1 and STAT3 phosphorylation and the proportions of Th1 and Th17 cells in lymph nodes.

References

[1] Xie L, et al. The flavonoid kurarinone inhibits clinical progression of EAE through inhibiting Th1 and Th17 cell differentiation and proliferation. Int Immunopharmacol. 2018 Sep;62:227-236. DOI:10.1016/j.intimp.2018.06.022
[2] Nishikawa S, et al. Kurarinone from Sophora Flavescens Roots Triggers ATF4 Activation and Cytostatic Effects Through PERK Phosphorylation. Molecules. 2019 Aug 27;24(17):3110. DOI:10.3390/molecules24173110
[3] Tang KT, et al. Kurarinone Attenuates Collagen-Induced Arthritis in Mice by Inhibiting Th1/Th17 Cell Responses and Oxidative Stress. Int J Mol Sci. 2021 Apr 13;22(8):4002. DOI:10.3390/ijms22084002

KURARINONESupplier

Beijing Ouhe Technology Co., Ltd
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010-010-82967028 13522913783
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2355560935@qq.com
Nanjing Chemlin Chemical Co., Ltd
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025-83697070
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info@chemlin.com.cn
BioBioPha Co., Ltd.
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0871-65217109 13211707573;
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y.liu@mail.biobiopha.com
Chengdu Biopurify Phytochemicals Ltd.
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+86-028-82633397 18982077548
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cwb1@biopurify.cn
The future of Shanghai Industrial Co., Ltd.
Tel
021-61552785
Email
sales@shshiji.com
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