GLPBio

Tangeretin

Catalog No.: GN10797Purity:>98.00%Synonyms: NSC 53909, NSC 618905, Ponkanetin
COASDSData Sheet
Tangeretin is a naturally polymethoxylated flavone compound extracted from the citrus peel and acts as a Notch-1 inhibitor.

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Tangeretin
Cas No.: 481-53-8
10mM (in 1mL DMSO)In Stock
$48.00
1
1mgIn Stock
$20.00
1
5mgIn Stock
$44.00
1
10mgIn Stock
$72.00
1
50mgIn Stock
$228.00
1
500mgIn Stock
$290.00
1
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Zitate (Citations)

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    632, 686–694 (2024)
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    618, 1017–1023 (2023)
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    Nature
    610, 366–372 (2022)
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    Cell
    187(9):2288-2304 (2024)
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    Cell
    183(7):1867-1883 (2020)
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    388(6745) (2025)
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    33, 904–922 (2023)
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    31, 1291–1307 (2021)

Beschreibung (Description)

Tangeretin is a naturally polymethoxylated flavone compound extracted from the citrus peel and acts as a Notch-1 inhibitor[1]. Tangeretin exhibits antitumor properties in several types of cancerous cell lines[2] and targets some hallmarks of cancer, such as antiproliferative, apoptotic, anti-inflammatory, anti-metastatic, anti-angiogenic, antioxidant, regulatory expression of tumor-suppressor genes, and epigenetic modulation[3].

Tangeretin (20μM; 24h) inhibits ROS generation and GSH depletion induced by t-BHP in HepG2 cells[4]. Tangeretin (45μM; 48h) treatment increases G2/M arrest and apoptosis by modulating PTEN and cell-cycle regulated genes such as cyclin-D mRNA and protein expressions[5].

Tangeretin (100mg/kg) pre-treatment significantly alleviated liver damage, inhibited cisplatin-induced lipid profile aberrations (total cholesterol and triglycerides) and diminished histopathologic structural damage in rat liver tissues[6]. Tangeretin (100mg/kg; 3d; i.g.) inhibits human respiratory syncytial virus (RSV) replication and RSV-induced lung inflammation in mouse[7].

References:
[1]. Liu LL, Li FH, Zhang Y, et al. Tangeretin has anti-asthmatic effects via regulating PI3K and Notch signaling and modulating Th1/Th2/Th17 cytokine balance in neonatal asthmatic mice. Braz J Med Biol Res. 2017 Jul 20;50(8):e5991. doi: 10.1590/1414-431X20175991. PMID: 28746467; PMCID: PMC5520220.
[2]. Arafa EA, Shurrab NT, Buabeid MA. Therapeutic Implications of a Polymethoxylated Flavone, Tangeretin, in the Management of Cancer via Modulation of Different Molecular Pathways. Adv Pharmacol Pharm Sci. 2021 Mar 5;2021:4709818. doi: 10.1155/2021/4709818. PMID: 33748757; PMCID: PMC7954633.
[3]. de Luna FCF, Ferreira WAS, Casseb SMM, de Oliveira EHC. Anticancer Potential of Flavonoids: An Overview with an Emphasis on Tangeretin. Pharmaceuticals (Basel). 2023 Aug 30;16(9):1229. doi: 10.3390/ph16091229. PMID: 37765037; PMCID: PMC10537037.
[4]. Liang F, Fang Y, Cao W, et al. Attenuation of tert-Butyl Hydroperoxide (t-BHP)-Induced Oxidative Damage in HepG2 Cells by Tangeretin: Relevance of the Nrf2-ARE and MAPK Signaling Pathways. J Agric Food Chem. 2018 Jun 27;66(25):6317-6325. doi: 10.1021/acs.jafc.8b01875. Epub 2018 Jun 14. PMID: 29871486.
[5]. Ma LL, Wang DW, Yu XD, et al. Tangeretin induces cell cycle arrest and apoptosis through upregulation of PTEN expression in glioma cells. Biomed Pharmacother. 2016 Jul;81:491-496. doi: 10.1016/j.biopha.2016.04.006. PMID: 27261630.
[6]. Omar HA, Mohamed WR, Arab HH, et al. Tangeretin Alleviates Cisplatin-Induced Acute Hepatic Injury in Rats: Targeting MAPKs and Apoptosis. PLoS One. 2016 Mar 31;11(3):e0151649. doi: 10.1371/journal.pone.0151649. PMID: 27031695; PMCID: PMC4816535.
[7]. Xu JJ, Liu Z, Tang W, et al. Tangeretin from Citrus reticulate Inhibits Respiratory Syncytial Virus Replication and Associated Inflammation in Vivo. J Agric Food Chem. 2015 Nov 4;63(43):9520-7. doi: 10.1021/acs.jafc.5b03482. Epub 2015 Oct 26. PMID: 26468759.

Protokoll (Protocol)

Cell experiment [1]:

Cell lines

HepG2 cells

Preparation Method

HepG2 cells were pretreated with Tangeretin (0−20μM) for 24h and then exposed to t-BHP for another 3h. Then MTT assay was used for the determination of cytotoxicity.

Reaction Conditions

20μM; 24h

Applications

Tangeretin markedly protected HepG2 cells from t-BHP-induced cytotoxicity.
Animal experiment [2]:

Animal models

Adult male Wistar Rats

Preparation Method

Rats received Tangeretin for 7 days and a single dose of cisplatin (7.5mg/kg) on the 2nd day of the experiment day, 1 hour after the dose of Tangeretin. Animals were sacrificed and blood samples were collected to separate serum. The collected serum was used for the colorimetric estimation of alanine aminotransferase (ALT) and aspartate aminotransferase (AST) by measuring the amount of pyruvate or oxaloacetate produced by forming 2,4-dinitrophenylhydrazone.

Dosage form

100mg/kg/day; 7d; oral

Applications

Tangeretin pretreatment significantly alleviated the development of cisplatin-induced liver tissue damage.

References:
[1]. Liang F, Fang Y, Cao W, et al. Attenuation of tert-Butyl Hydroperoxide (t-BHP)-Induced Oxidative Damage in HepG2 Cells by Tangeretin: Relevance of the Nrf2-ARE and MAPK Signaling Pathways. J Agric Food Chem. 2018 Jun 27;66(25):6317-6325. doi: 10.1021/acs.jafc.8b01875. Epub 2018 Jun 14. PMID: 29871486.
[2]. Omar HA, Mohamed WR, Arab HH, Arafa el-SA. Tangeretin Alleviates Cisplatin-Induced Acute Hepatic Injury in Rats: Targeting MAPKs and Apoptosis. PLoS One. 2016 Mar 31;11(3):e0151649. doi: 10.1371/journal.pone.0151649. PMID: 27031695; PMCID: PMC4816535.

Produktdokumente (Product Documents)

Purity:>98.00%Appearance:A solid
COASDSData Sheet

Chemische Eigenschaften (Chemical Properties)

CAS-Nr.
481-53-8
Synonyme
NSC 53909, NSC 618905, Ponkanetin
Chemischer Name
5,6,7,8-tetramethoxy-2-(4-methoxyphenyl)chromen-4-one
SMILES
COC1=CC=C(C=C1)C2=CC(=O)C3=C(O2)C(=C(C(=C3OC)OC)OC)OC
Summenformel
C20H20O7
Molekulargewicht
372.38
Löslichkeit
≥ 37.2mg/mL in DMSO
Lagerung
Store at RT
Allgemeine Hinweise
Wählen Sie anhand der Löslichkeitsdaten des Produkts ein geeignetes Lösungsmittel. Aliquotieren Sie die Stammlösung nach der Herstellung, um wiederholte Gefrier-Auftau-Zyklen zu vermeiden.
Verwenden Sie Stammlösungen bei Lagerung bei -80°C innerhalb von 6 Monaten bzw. bei -20°C innerhalb von 1 Monat.
Zur Verbesserung der Löslichkeit das Röhrchen auf 37°C erwärmen und für eine angemessene Dauer beschallen.
Versandbedingungen
Evaluierungsmuster werden mit Kühlakkus versandt. Andere verfügbare Größen werden bei Raumtemperatur oder auf Anfrage mit Kühlakkus versandt.

Rechner (Calculators)Molarität / Verdünnung / Molekulargewicht / Einheitenumrechnung / In-vivo-Formulierung / Löslichkeit

g/mol

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