Luteolin

Alias: Flacitran; Luteoline; Luteolol;BRN-0292084; BCyanidenon 1470; Digitoflavone; Salifazide; Luteolin;BRN0292084;RN 0292084;C.I. 75590; C.I. Natural Yellow 2; CCRIS 3790;
Cat No.:V0799 Purity: ≥98%
Luteolin (also known as Digitoflavone; Salifazide; BRN0292084;RN 0292084; Luteolol)is a naturally occuring flavonoidisolated from plants such asTerminalia chebula, which is a non-selective phisphodiesterase PDE inhibitor for PDE1-5 with Ki values of 15.0 μM, 6.4 μM, 13.9 μM, 11.1 μM and 9.5 μM, respectively.
Luteolin Chemical Structure CAS No.: 491-70-3
Product category: PDE
This product is for research use only, not for human use. We do not sell to patients.
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Purity & Quality Control Documentation

Purity: ≥98%

Product Description

Luteolin (also known as Digitoflavone; Salifazide; BRN0292084; RN 0292084; Luteolol) is a naturally occuring flavonoid isolated from plants such as Terminalia chebula, which is a non-selective phisphodiesterase PDE inhibitor for PDE1-5 with Ki values of 15.0 μM, 6.4 μM, 13.9 μM, 11.1 μM and 9.5 μM, respectively. Luteolin has antioxidant and pro-oxidant activity, and plants rich in luteolin have been used in Chinese traditional medicine.

Biological Activity I Assay Protocols (From Reference)
ln Vitro
NCI-H460 cells treated with luteolin (0-160 µM; 24 hours) exhibit concentration-dependent inhibition of cell viability[1]. Treatment with luteolin (20-80 µM; 24-hour; NCI-H460 cells) results in a cell accumulation in the S phase[1]. Apoptosis is induced by luteolin treatment (320–580 µM; 48 hours; NCI-H460 cells)[1]. Treatment with luteolin (20–80 µM; 24 hours; NCI-H460 cells) increases the concentration-dependent levels of protein expression of apoptotic regulatory proteins, such as the Bax/Bcl-2 ratio; however, only 80 µM of luteolin inhibits the expression of Bad. In the NCI-H460 cell line, luteolin also reduces Sirt1 expression in a concentration-dependent manner[1].
ln Vivo
In adult male Wistar rats fed a high-carb/high-fat diet, luteolin (10–100 mg/kg; oral gavage; daily; for 12 weeks) has an antioxidant effect and can help prevent non-alcoholic steatohepatitis by inhibiting the pro-inflammatory IL-1 and Il-18 pathways[2].
Cell Assay
Cell Viability Assay[1]
Cell Types: NCI-H460 cells
Tested Concentrations: 0 µM, 20 µM, 40 µM, 80 µM and 160 µM
Incubation Duration: 24 hrs (hours)
Experimental Results: Inhibited the viability of NCI-H460 cells in a concentration-dependent manner.

Cell Cycle Analysis[1]
Cell Types: NCI-H460 cells
Tested Concentrations: 20 µM, 40 µM, 80 µM
Incubation Duration: 24 hrs (hours)
Experimental Results: Induced cell cycle arrest in the S phase.

Apoptosis Analysis[1]
Cell Types: NCI-H460 cells
Tested Concentrations: 320 µM, 440 µM, 580 µM
Incubation Duration: 48 hrs (hours)
Experimental Results: Apoptotic fraction was markedly increased.

Western Blot Analysis[1]
Cell Types: NCI-H460 cells
Tested Concentrations: 20 µM, 40 µM, 80 µM
Incubation Duration: 24 hrs (hours)
Experimental Results: Increased the protein expression levels of apoptotic regulatory proteins and diminished the expression of Sirt1 in the NCI-H460 cell line in a concentration-dependent manner.
Animal Protocol
Animal/Disease Models: Adult male Wistar rats (200-220 g)[2]
Doses: 10 mg/kg, 25 mg/kg, 50 mg/kg or 100 mg/ kg
Route of Administration: po (oral gavage); daily; for 12 weeks
Experimental Results: Dramatically decreased ALT and AST activity and decreased levels of bilirubin, hyaluronic acid and malondialdehyde. Shows an antioxidant activity such as a significant increase in decreased glutathione. IFN-γ, TNF-α , IL-1α and IL-18 levels diminished Dramatically.
References
[1]. Ma L, et al. Luteolin exerts an anticancer effect on NCI-H460 human non-small cell lung cancer cells through the induction of Sirt1-mediated apoptosis. Mol Med Rep. 2015 Sep;12(3):4196-4202.
[2]. Abu-Elsaad N, et al. Protection against nonalcoholic steatohepatitis through targeting IL-18 and IL-1alpha by luteolin. Pharmacol Rep. 2019 Aug;71(4):688-694.
[3]. Xiuwen Tang, et al. Luteolin inhibits Nrf2 leading to negative regulation of the Nrf2/ARE pathway and sensitization of human lung carcinoma A549 cells to therapeutic drugs. Free Radic Biol Med. 2011 Jun 1;50(11):1599-609.
These protocols are for reference only. InvivoChem does not independently validate these methods.
Physicochemical Properties
Molecular Formula
C15H10O6
Molecular Weight
286.24
CAS #
491-70-3
Related CAS #
Luteolin (Standard);491-70-3
SMILES
O1C(=C([H])C(C2=C(C([H])=C(C([H])=C12)O[H])O[H])=O)C1C([H])=C([H])C(=C(C=1[H])O[H])O[H]
InChi Key
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
InChi Code
InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H
Chemical Name
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-benzopyroneInChi Key:IQPNAANSBPBGFQ-UHFFFAOYSA-N
Synonyms
Flacitran; Luteoline; Luteolol;BRN-0292084; BCyanidenon 1470; Digitoflavone; Salifazide; Luteolin;BRN0292084;RN 0292084;C.I. 75590; C.I. Natural Yellow 2; CCRIS 3790;
Storage

Powder      -20°C    3 years

                     4°C     2 years

In solvent   -80°C    6 months

                  -20°C    1 month

Shipping Condition
Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)
Solubility Data
Solubility (In Vitro)
DMSO: 57 mg/mL (199.1 mM)
Water:<1 mg/mL
Ethanol:3 mg/mL(10.5 mM)
Solubility (In Vivo)
Solubility in Formulation 1: ≥ 2.08 mg/mL (7.27 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 20.8 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 2: 20 mg/mL (69.87 mM) in 50% PEG300 50% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution; with ultrasonication.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 3.4936 mL 17.4679 mL 34.9357 mL
5 mM 0.6987 mL 3.4936 mL 6.9871 mL
10 mM 0.3494 mL 1.7468 mL 3.4936 mL

*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.

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What is the mass of compound required to make a 10 mM stock solution in 5 ml of DMSO given that the molecular weight of the compound is 350.26 g/mol?
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What volume of a given 10 mM stock solution is required to make 25 ml of a 25 μM solution?
Using the equation C1V1 = C2V2, where C1=10 mM, C2=25 μM, V2=25 ml and V1 is the unknown:
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Note: Chemical formula is case sensitive: C12H18N3O4  c12h18n3o4
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In vivo Formulation Calculator (Clear solution)
Step 1: Enter information below (Recommended: An additional animal to make allowance for loss during the experiment)
Step 2: Enter in vivo formulation (This is only a calculator, not the exact formulation for a specific product. Please contact us first if there is no in vivo formulation in the solubility section.)
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Calculation results

Working concentration mg/mL;

Method for preparing DMSO stock solution mg drug pre-dissolved in μL DMSO (stock solution concentration mg/mL). Please contact us first if the concentration exceeds the DMSO solubility of the batch of drug.

Method for preparing in vivo formulation:Take μL DMSO stock solution, next add μL PEG300, mix and clarify, next addμL Tween 80, mix and clarify, next add μL ddH2O,mix and clarify.

(1) Please be sure that the solution is clear before the addition of next solvent. Dissolution methods like vortex, ultrasound or warming and heat may be used to aid dissolving.
             (2) Be sure to add the solvent(s) in order.

Clinical Trial Information
NCT Number Recruitment interventions Conditions Sponsor/Collaborators Start Date Phases
NCT05204407 Recruiting Dietary Supplement: Luteolin
Dietary Supplement: Placebo
Schizophrenia
Schizoaffective Disorder
University of Maryland, Baltimore June 13, 2022 Not Applicable
NCT06047899 Not yet recruiting Dietary Supplement: Luteolin
Other: Placebo
Memory Prof. Dominique de Quervain, MD November 28, 2023 Not Applicable
NCT04468854 Terminated Dietary Supplement: Luteolin
Other: Placebo
Memory University of Basel January 1, 2020 Not Applicable
NCT03444558 Completed Dietary Supplement: Natural
supplement containing chlorogenic
acid and luteolin
Metabolic Syndrome University of Palermo June 1, 2017 Not Applicable
Biological Data
  • Luteolin

    Quercetin and luteolin inhibit nitrite accumulation.J Pharmacol Exp Ther.2001 Jan;296(1):181-7.
  • Luteolin

    Luteolin inhibits LPS-induced IκB-α degradation and NF-κB-mediated promoter activity.J Pharmacol Exp Ther.2001 Jan;296(1):181-7.
  • Luteolin

    Luteolin inhibits LPS-induced Akt phosphorylation.J Pharmacol Exp Ther.2001 Jan;296(1):181-7.
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