19852-25-6

Basic information

• Product Name: 5,3',4'-TRIHYDROXYFLAVONE
• Synonyms: 5,3',4'-TRIHYDROXYFLAVONE;4H-1-Benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-5-hydroxy-;2-(3,4-Dihydroxyphenyl)-5-hydroxy-4H-chromen-4-one
• CAS NO: 19852-25-6
• Molecular Formula: C₁₅H₁₀O₅
• Molecular Weight: 270.24
• Product Categories: Tri-substituted Flavones
• Mol File: 19852-25-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 544.4 °C at 760 mmHg
• Flash Point: 212.6 °C
• Appearance: /
• Density: 1.548 g/cm³
• Storage Temp.: -20°C Freezer
• Solubility: DMSO (Slightly)
• CAS DataBase Reference: 5,3',4'-TRIHYDROXYFLAVONE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,3',4'-TRIHYDROXYFLAVONE(19852-25-6)
• EPA Substance Registry System: 5,3',4'-TRIHYDROXYFLAVONE(19852-25-6)

Safety Data

• Hazardous Substances Data: 19852-25-6(Hazardous Substances Data)

Usage

General Description

5,3',4'-Trihydroxyflavone, also known as luteolin, is a naturally occurring flavonoid found in various plants, including fruits, vegetables, and medicinal herbs. It is a yellow crystalline solid with antioxidant, anti-inflammatory, and anticancer properties. 5,3',4'-Trihydroxyflavone has been studied for its potential to inhibit cancer cell proliferation, induce apoptosis, and inhibit tumor growth. It is also being investigated for its neuroprotective and anti-inflammatory effects, making it a promising candidate for the development of new pharmaceuticals for the treatment of various diseases and conditions. Additionally, 5,3',4'-Trihydroxyflavone has been shown to have antimicrobial and antiviral activities, further highlighting its potential therapeutic applications.

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Relevant articles and documents

Unraveling the anti-influenza effect of flavonoids: Experimental validation of luteolin and its congeners as potent influenza endonuclease inhibitors

The biological effects of flavonoids on mammal cells are diverse, ranging from scavenging free radicals and anti-cancer activity to anti-influenza activity. Despite appreciable effort to understand the anti-influenza activity of flavonoids, there is no clear consensus about their precise mode-of-action at a cellular level. Here, we report the development and validation of a screening assay based on AlphaScreen technology and illustrate its application for determination of the inhibitory potency of a large set of polyols against PA N-terminal domain (PA-Nter) of influenza RNA-dependent RNA polymerase featuring endonuclease activity. The most potent inhibitors we identified were luteolin with an IC50 of 72 ± 2 nM and its 8-C-glucoside orientin with an IC50 of 43 ± 2 nM. Submicromolar inhibitors were also evaluated by an in vitro endonuclease activity assay using single-stranded DNA, and the results were in full agreement with data from the competitive AlphaScreen assay. Using X-ray crystallography, we analyzed structures of the PA-Nter in complex with luteolin at 2.0 ? resolution and quambalarine B at 2.5 ? resolution, which clearly revealed the binding pose of these polyols coordinated to two manganese ions in the endonuclease active site. Using two distinct assays along with the structural work, we have presumably identified and characterized the molecular mode-of-action of flavonoids in influenza-infected cells.

Synthesis of 3-Acyl- and 3-Carbamoylflavones

Routes to 3-acyl-, 3-carboxamido- and polyhydroxylated flavones have been devised by application of isoxazole methodology and Heck-Stille couplings.Reductive ring opening of 3-alkoxyisoxazoles gives β-keto carboxamides in contrast with 3-alkoxy-2-isoxazolines, which give β-hydroxy esters.