GLPBio

Cirsimaritin

Catalog No.: GC31120Purity:>98.00%Synonyms: 5,4'-Dihydroxy-6,7-dimethoxyflavone
COASDSData Sheet
Cirsimaritin is a dimethoxy flavonoid found in plants, it has anticancer potential and shows potent antimicrobial, antioxidant, antispasmodic, activity, and also inhibits cyclooxygenase-1.

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Cirsimaritin
Cas No.: 6601-62-3
10mM (in 1mL DMSO)In Stock
$138.00
1
1mgIn Stock
$45.00
1
5mgIn Stock
$128.00
1
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Description

Cirsimaritin is a dimethoxy flavonoid found in plants, it has anticancer potential and shows potent antimicrobial, antioxidant, antispasmodic, activity, and also inhibits cyclooxygenase-1[1-3].

Cirsimaritin significantly decreased cell proliferation in the NCIH-520 cell line, with an IC50 value of 23.29 ± 3.51µM[4]. Cirsimaritin(0–120µg/mL; 20h) inhibited interleukin-6, tumor necrosis factor-α, and NO production in a concentration-dependent manner in lipopolysaccharide (LPS)-stimulated RAW264.7 cells[5]. Cirsimaritin(5-20µg/mL) reduced viral titers and influenza A virus (IAV) RNA and protein synthesis in a dose-dependent manner[6].

Cirsimaritin(10mg/kg; i.g)ffectively prevented DSS-induced colon inflammation in mice by mitigating mucosal damage and inflammatory cell infiltration. It significantly downregulated proinflammatory cytokines such as MMP9, NF-κB, COX-2, and iNOS. Additionally, cirsimaritin reversed DSS-induced effects, including weight loss, colon shortening, tissue damage, increased inflammatory cells, and elevated cytokine secretion[7]. Treatment with cirsimaritin(0.5-1mg/kg; p.o; 8 weeks) reduced the severity of liver injury in the experimental mouse model of metabolic dysfunction-associated fatty liver disease (MAFLD) by inhibiting hepatic steatosis, oxidative stress, inflammation, and liver fibrosis[8].

References:
[1]. Benali T, Jaouadi I, et,al. The Current State of Knowledge in Biological Properties of Cirsimaritin. Antioxidants (Basel). 2022 Sep 19;11(9):1842. doi: 10.3390/antiox11091842. PMID: 36139916; PMCID: PMC9495358.
[2]. Ben Sghaier M, Skandrani I, et,al. Flavonoids and sesquiterpenes from Tecurium ramosissimum promote antiproliferation of human cancer cells and enhance antioxidant activity: a structure-activity relationship study. Environ Toxicol Pharmacol. 2011 Nov;32(3):336-48. doi: 10.1016/j.etap.2011.07.003. Epub 2011 Jul 12. PMID: 22004952.
[3]. Nyiligira E, Viljoen AM, et,al. Phytochemistry and in vitro pharmacological activities of South African Vitex (Verbenaceae) species. J Ethnopharmacol. 2008 Oct 28;119(3):680-5. doi: 10.1016/j.jep.2008.07.004. Epub 2008 Jul 16. PMID: 18678237.
[4]. Pathak G, Singh S, et,al. Cirsimaritin, a lung squamous carcinoma cells (NCIH-520) proliferation inhibitor. J Biomol Struct Dyn. 2021 Jun;39(9):3312-3323. doi: 10.1080/07391102.2020.1763198. Epub 2020 May 13. PMID: 32362196.
[5]. Shin MS, Park JY, et,al. Anti-inflammatory effects and corresponding mechanisms of cirsimaritin extracted from Cirsium japonicum var. maackii Maxim. Bioorg Med Chem Lett. 2017 Jul 15;27(14):3076-3080. doi: 10.1016/j.bmcl.2017.05.051. Epub 2017 May 17. PMID: 28554870.
[6]. sYan H, Wang H, et,al. Cirsimaritin inhibits influenza A virus replication by downregulating the NF-κB signal transduction pathway. Virol J. 2018 May 21;15(1):88. doi: 10.1186/s12985-018-0995-6. PMID: 29783993; PMCID: PMC5963025.
[7]. Alqudah A, Qnais E, et,al. Cirsimaritin Alleviates Dextran Sodium Sulfate-Induced Acute Colitis in Experimental Animals: A Therapeutic Approach for Inflammatory Bowel Disease. Prev Nutr Food Sci. 2024 Mar 31;29(1):31-39. doi: 10.3746/pnf.2024.29.1.31. PMID: 38576881; PMCID: PMC10987388.
[8]. Che DN, Shin JY, et,al. Ameliorative effects of Cirsium japonicum extract and main component cirsimaritin in mice model of high-fat diet-induced metabolic dysfunction-associated fatty liver disease. Food Sci Nutr. 2021 Sep 1;9(11):6060-6068. doi: 10.1002/fsn3.2548. PMID: 34760237; PMCID: PMC8565240.

Protocol

Cell experiment [1]:

Cell lines

NCIH-520 cell line

Preparation Method

Cells were cultured in high glucose DMEM or RPMI media and supplemented with 1% Ab/Am and 10% FBS and placed in a CO2 incubator at 37 ℃ temperature in 95% humidity. Cells were seeded in a sterile 96-well flat-bottom cell culture plates with approximately 2 × 103 cells/well in each well, and the plates were incubated for 24h in CO2 incubator. After 24h of incubation, cells were treated with different concentrations of cirsimaritin, ranging from 0.1-100μM and followed by incubation for 24h.

Reaction Conditions

0.1-100μM; 24h

Applications

Cirsimaritin significantly decreased cell proliferation in the NCIH-520 cell line, with an IC50 value of 23.29 ± 3.51µM.

Animal experiment [2]:

Animal models

Male Swiss albino mice

Preparation Method

Mice were given a regimen of cirsimaritin, which was administered at a daily dose of 10mg/kg body weight (BW) through gavage, before they were exposed to DSS (4% DSS in their drinking water for 6 days).

Dosage form

10mg/kg; i.g

Applications

Cirsimaritin maintains BW (body weight) and reduces DAI (disease activity index) in mice with DSS (dextran sulfate sodium)-induced colitis.

References:
[1]. Pathak G, Singh S, et,al. Cirsimaritin, a lung squamous carcinoma cells (NCIH-520) proliferation inhibitor. J Biomol Struct Dyn. 2021 Jun;39(9):3312-3323. doi: 10.1080/07391102.2020.1763198. Epub 2020 May 13. PMID: 32362196.
[2].Alqudah A, Qnais E, et,al. Cirsimaritin Alleviates Dextran Sodium Sulfate-Induced Acute Colitis in Experimental Animals: A Therapeutic Approach for Inflammatory Bowel Disease. Prev Nutr Food Sci. 2024 Mar 31;29(1):31-39. doi: 10.3746/pnf.2024.29.1.31. PMID: 38576881; PMCID: PMC10987388.

Product Documents

Purity:>98.00%Appearance:A solid
COASDSData Sheet

Chemical Properties

CAS No.
6601-62-3
Synonyms
5,4'-Dihydroxy-6,7-dimethoxyflavone
SMILES
O=C1C=C(C2=CC=C(O)C=C2)OC3=CC(OC)=C(OC)C(O)=C13
Molecular Formula
C17H14O6
Molecular Weight
314.29
Solubility
DMSO : 22.73 mg/mL (72.32 mM; Need ultrasonic)
Storage
Store at -20°C,protect from light
General tips
Select a suitable solvent according to the product solubility data. Once prepared, aliquot the stock solution to avoid repeated freeze-thaw cycles.
Use stock solutions within 6 months when stored at -80°C or within 1 month when stored at -20°C.
To improve solubility, warm the tube to 37°C and sonicate it for an appropriate period.
Shipping Condition
Evaluation samples are shipped with blue ice. Other available sizes are shipped at room temperature or with blue ice upon request.

CalculatorsMolarity / Dilution / Molecular Weight / Unit Conversion / In Vivo Formulation / Solubility

g/mol

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