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Chemical Structure| 491-70-3 Chemical Structure| 491-70-3
Chemical Structure| 491-70-3

Luteolin

CAS No.: 491-70-3

Luteolin is a natural flavonoid with antioxidant, anti-inflammatory, and anticancer activities. In research, Luteolin is mainly used to explore its effects in tumor suppression, cardiovascular health, and neuroprotection.

Synonyms: Luteoline; Luteolol; Salifazide

4.5 *For Research Use Only !

Cat. No.: A144892 Purity: 98%

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Product Citations

Product Citations      Show More

Scott, Jared Lee ;

Abstract: Breast cancer (BC) is the second greatest contributor to the death of women, second only to heart disease, and is the most common type of cancer. BC treatments involve the administration of adjuvant chemotherapies which often have side effects that prevent patients from completing the full course of drugs or the refusal to take these potentially lifesaving treatments. Many chemotherapy drugs are developed from plants, and some plant extracts can exhibit significant anticancer activities while also having less toxic side effects. However, these potential "plant therapeutics" suffer from poor oral bioavailability. The Apiaceae plant family consists of several species that are used as culinarily spices including anise, celery, cumin, and coriander, all of which have demonstrated antioxidant, chemopreventive, and anticancer activities. One method to improve the systemic distribution of anticancer phytochemicals is their encapsulation in naturally produced membrane bound nanoparticles known as exosomes. Exosomes are produced by most eukaryotic organisms, as well as some prokaryotes, and are involved in cell-to-cell communication through the delivery of proteins, nucleic acids, and small molecules from one cell to another. Exosomes are found in many extracellular fluids including blood, urine, and milk. Bovine milk exosomes represent a scalable source of exosomes that are already present in the human diet and have been explored as a drug delivery system that can increase effectiveness and improve bioavailability. To enhance the loading potential and anticancer bioactivity of Apiaceae phytochemicals, an acid hydrolysis (AH) of the glycoside compounds present in ethanolic spice extracts was performed on eight ethanolic spice extracts. The antiproliferative effects of AH extracts and exosomal formulations were assayed with three model types of BC cells. Cumin was characterized in greater detail as these extracts had the highest concentration of terpenoids and alkaloids while also having significant concentrations of phenolics and responded well to AH with increased antiproliferative activity and exosomal loading. Extracts and exosomal formulations exhibited broad antiproliferative effects with lower IC50s in the extracts delivered with exosomes. The phytochemical contents of AH-cumin extracts and exosomal formulations were assayed with HPLC-DAD, LC-MS/MS, and GC-MS, while the potential anticancer mechanisms of these treatments were investigated in triple negative BC (TNBC). AHcumin extracts were determined to have numerous phenolic compounds, many of which have known anticancer mechanisms, in addition to several alkaloids and lipid compounds, some of which have activities that could contribute to the anticancer effects observed. Mechanistically, AH-cumin extracts and exosomal formulations were shown to interact with multidrug resistance proteins and inhibit lipid metabolism in TNBC cells. These results indicate that acid hydrolyzed cumin extracts delivered through exosome nanoparticles represent a possible avenue towards the development of novel treatments for TNBC, the hardest type of BC to treat.

Krueger, Nadine ; Kronenberger, Thales ; Xie, Hang ; Rocha, Cheila ; Poehlmann, Stefan ; Su, Haixia , et al.

Abstract: The severe acute respiratory syndrome coronavirus 2 (SARS-CoV-2) has forced the development of direct-acting antiviral drugs due to the coronavirus disease 2019 (COVID-19) pandemic. The main protease of SARS-CoV-2 is a crucial enzyme that breaks down polyproteins synthesized from the viral RNA, making it a validated target for the development of SARS-CoV-2 therapeutics. New chem. phenotypes are frequently discovered in natural goods. In the current study, we used a fluorogenic assay to test a variety of natural products for their ability to inhibit SARS-CoV-2 Mpro. Several compounds were discovered to inhibit Mpro at low micromolar concentrations It was possible to crystallize robinetin together with SARS-CoV-2 Mpro, and the X-ray structure revealed covalent interaction with the protease's catalytic Cys145 site. Selected potent mols. also exhibited antiviral properties without cytotoxicity. Some of these powerful inhibitors might be utilized as lead compounds for future COVID-19 research.

Keywords: COVID-19 ; antivirals ; coronavirus ; covalent drugs ; dynamic light scattering ; inhibitors ; main protease ; natural products

Alternative Products

Product Details of Luteolin

CAS No. :491-70-3
Formula : C15H10O6
M.W : 286.24
SMILES Code : C1=C(O)C=C(C2=C1OC(=CC2=O)C3=CC(=C(O)C=C3)O)O
Synonyms :
Luteoline; Luteolol; Salifazide
MDL No. :MFCD00017309
InChI Key :IQPNAANSBPBGFQ-UHFFFAOYSA-N
Pubchem ID :5280445

Safety of Luteolin

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H315-H319-H335
Precautionary Statements:P302+P352-P337+P313-P304+P340-P312-P280-P332+P313

Application In Synthesis of Luteolin

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 491-70-3 ]

[ 491-70-3 ] Synthesis Path-Downstream   1~6

  • 1
  • [ 491-70-3 ]
  • [ 520-34-3 ]
  • [ 491-71-4 ]
  • [ 25739-41-7 ]
  • [ 32174-62-2 ]
  • 2
  • [ 491-70-3 ]
  • AdoMet [ No CAS ]
  • [ 491-71-4 ]
  • 3
  • [ 491-70-3 ]
  • [ 14031-35-7 ]
  • [ 491-71-4 ]
  • 4
  • [ 491-70-3 ]
  • [ 29390-67-8 ]
  • C42H71NO34*C15H10O6 [ No CAS ]
YieldReaction ConditionsOperation in experiment
In water; at 25℃; for 96h;pH 7.4;Darkness;Thermodynamic data; General procedure: LU (0.03 mM) and the required CD (0.01 mM) were added to distilled water in a round flask, and then stirred for 4 days at room temperature in the dark. The precipitate was removed by filtration using a 0.45 mm Millipore membrane. Then, the filtrate was evaporated under reduced pressure to remove the solvent and dried under vacuum to obtain the LU/CD complexes.
  • 5
  • [ 491-70-3 ]
  • [ 485-80-3 ]
  • [ 491-71-4 ]
YieldReaction ConditionsOperation in experiment
With DL-dithiothreitol; recombinant Plagiochasma appendiculatum flavone 6-O-methyltransferase; magnesium chloride; In aq. buffer; at 37℃; for 0.5h;pH 7.5;Enzymatic reaction; General procedure: To demonstrate PaF6OMT activity and identify its preferredsubstrates, the enzyme was presented with variousflavonoids, phenylpropanoids, and coumarins. The 50-lLreactions used to test the activity of the purified enzymeeach comprised 200 mM Tris/HCl (pH 7.5), 4 mM DTT,2 mM MgCl2, 0.5 mM SAM, and 0.2 mM substrate and2 mug recombinant proteins. After incubating for 30 min at37 C, the reactions were stopped by the addition of anequal volume of acetonitrile. HPLC was performed using areverse phase 4.6 9 150 mm XDS-C18 column (Agilent,Palo Alto, CA, USA). The methanol (in water plus 0.1%(v/v) glacial acetic acid) gradient was 45-75% (v/v) for baicaleinand scutellarein, 35-65% (v/v) for the other flavonoids,and 20-50% (v/v) for the phenylpropanoids andcoumarins. The flow rate was 1.0 mL*min-1. The reactionproducts from baicalein and scutellarein were identified onthe basis of their NMR spectrum, as captured on anAV 600 spectrometer (Bruker, Karlsruhe, Germany) inDMSO-d6 with TMS as internal standard.
With Citrus reticulata O-methyltransferase gene-pET32a recombinant; In aq. buffer; at 37℃; for 2h;pH 8.0;Enzymatic reaction;Kinetics; General procedure: A wide range of flavonoids along with caeic acid were incubated with recombinantCrOMT2-pET32a to explore the substrate specificity. A final volume of 200 L was used with 1mM SAM as methyl donor, 200 M phenolic substrates, and 25 muL purified enzyme in 50 mM Tris-HClbuer, pH 8.0. Assays were conducted for 2 h at 37 C and quenched with 200 muL methanol. The reactionproducts were filtered through a 0.22 mum filter and were analyzed by HPLC and mass spectrometry asdescribed below.
  • 6
  • [ 520-26-3 ]
  • [ 491-70-3 ]
 

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