16692-52-7

Usage

Uses

Used in Pharmaceutical Industry:
2-(4-Methoxyphenyl)-3,5,7-trimethoxy-4H-1-benzopyran-4-one is used as a pharmaceutical agent for its potential antioxidant, anti-inflammatory, and anticancer properties. Its unique structure and pharmacological properties make it a promising candidate for the development of new drugs to treat various diseases and conditions.
Used in Cosmetic Industry:
In the cosmetic industry, 2-(4-Methoxyphenyl)-3,5,7-trimethoxy-4H-1-benzopyran-4-one is used as an active ingredient for its antioxidant and anti-inflammatory properties. It can be incorporated into skincare products to provide benefits such as reducing inflammation, promoting skin health, and protecting the skin from oxidative stress.
Used in Research and Development:
2-(4-Methoxyphenyl)-3,5,7-trimethoxy-4H-1-benzopyran-4-one is used as a research compound for studying its biological activities and potential applications in medicine and drug development. Its unique structure and pharmacological properties make it an interesting target for further investigation and exploration of its therapeutic potential.

Upstream product

• 491-54-3 4'-O-methylkaempferol 
• 77-78-1 dimethyl sulfate 
• 15486-33-6 4',7,-di-O-methylkaempferol 
• 59259-80-2 3,5,7-trimethoxy-4'-hydroxyflavonol 
• 520-18-3 kaempferol 
• 20869-95-8 ermanin 
• 74-88-4 methyl iodide 
• 621-23-8 1,2,3-trimethoxybenzene 
• 94103-36-3 (2E)-1-(2,4,6-trimethoxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one 
• 3420-72-2 2'-hydroxy-4,4',6'-trimethoxychalcone 
• 65982-77-6 2-benzoyloxy-1-(2,4,6-trihydroxy-phenyl)-ethanone 
• 794-94-5 p-Methoxybenzoic anhydride 
• 520-29-6 5,4'-dihydroxy-7-methoxyflavanone 
• 35815-06-6 7-O-methylaromadendrin 

Downstream Products

• 1098-92-6 kaempferol 5,7,4'-trimethyl ether 
• 15486-34-7 5-hydroxy-3,4',7-trimethoxyflavone 
• 15486-33-6 4',7,-di-O-methylkaempferol 
• 1467042-67-6 5,7-dimethoxy-2-(4-methoxyphenyl)-3-(prop-2-yn-1-yloxy)-4H-chromen-4-one 

Relevant academic research and scientific papers

Dual-Targeting Antiproliferation Hybrids Derived from 1-Deoxynojirimycin and Kaempferol Induce MCF-7 Cell Apoptosis through the Mitochondria-Mediated Pathway

1-Deoxynojirimycin, an α-glucosidase inhibitor, possesses various biological activities such as antitumor, antidiabetic, and antiviral effects. However, the application of 1-deoxynojirimycin is restricted by its poor lipophilicity and low bioavailability.

Pharmacokinetics and Metabolites of 12 Bioactive Polymethoxyflavones in Rat Plasma

Polymethoxyflavones (PMFs) are a subgroup of flavonoids possessing various health benefits. 3,5,7,4′-Tetramethoxyflavone (1), 5,6,7,4′-tetramethylflavone (2), 3,7,3′,4′-tetramethoxyflavone (3), 5,7,3′,4′-tetramethoxyflavone (4), 5-hydroxy-3,7,2′,4′-tetramethoxyflavone (5), 3,5,7,2′,4′-pentamethoxyflavone (6), 5-hydroxy-3,7,3′,4′-tetramethoxyflavone (7), 3-hydroxy-5,7,3′,4′-tetramethylflavone (8), 3,5,7,3′,4′-pentamethoxyflavone (9), 5-hydroxy-3,7,3′,4′,5′-pentamethoxyflavone (10), 3-hydroxy-5,7,3′,4′,5′-pentamethoxyflavone (11), and 3,5,7,3′,4′,5′-hexamethoxylflavone (12) were 12 bioactive and available PMFs. The aim of this study was to investigate the pharmacokinetic, metabolite, and antitumor activities as well as the structure-pharmacokinetic-antitumor activity relationships of these 12 PMFs to facilitate further studies of their medicinal potentials. The cytotoxicity of PMFs with a hydroxy group toward HeLa, A549, HepG2, and HCT116 cancer cell lines was generally significantly more potent than that of PMFs without a hydroxy group. Compounds 5, 7, 8, 10, and 11 were all undetectable in rat plasma, while compounds 1-4, 6, 9, and 12 were detectable. Both the number and position of hydroxy and methoxy groups played an important role in modulating PMF pharmacokinetics and metabolites.

1-deoxynojirimycin-kaempferol compound, intermediate, preparation method and application

The invention discloses a 1-deoxynojirimycin-kaempferol compound, an intermediate, a preparation method and application. The structural formula of the compound is as shown in the specification. In thestructural formula, R is -CnH2n-, n is an integer, and

Correlation study on methoxylation pattern of flavonoids and their heme-targeted antiplasmodial activity

A library of 33 polymethoxylated flavones (PMF) was evaluated for heme-binding affinity by biomimetic MS assay and in vitro antiplasmodial activity on two strains of P. falciparum. Stability of heme adducts was discussed using the dissociation voltage at 50% (DV50). No correlation was observed between the methoxylation pattern and the antiparasitic activity, either for the 3D7 chloroquine-sensitive or for the W2 chloroquine-resistant P. falciparum strains. However, in each PMF family an increased DV50 was observed for the derivatives methoxylated in position 5. Measurement of intra-erythrocytic hemozoin formation of selected derivatives was performed and hemozoin concentration was inversely correlated with heme-binding affinity. Kaempferol showed no influence on hemozoin formation, reinforcing the hypothesis that this compound may exert in vitro antiplasmodial activity mostly through other pathways. Pentamethoxyquercetin has simultaneously demonstrated a significant biological activity and a strong interaction with heme, suggesting that inhibition of hemozoin formation is totally or partially responsible for its antiparasitic effect.

Flavone derivative and medical application thereof

The invention provides a flavone derivative and medical application thereof, and belongs to the technical field of medicines. Specifically, the invention relates to a compound as shown in a formula Iand a pharmacological effect thereof for regulating cell

Regioselective iodination of flavonoids by N-iodosuccinimide under neutral conditions

Regioselective synthesis of C-6 and C-8 monoiodo flavonoids, which are important intermediates for the synthesis of flavonoid natural products and drug molecules, was achieved by iodination of suitably alkylated flavonoids with N-iodosuccinimide (NIS) in DMF. The iodination gives either a C-6 or C-8 iodo flavonoid in high yield, depending on the protection pattern of the C-5 and C-7 OH groups. The mild and neutral conditions render this novel protocol particularly useful for the regioselective iodination of acid-sensitive substrates.

Other chemical constituents isolated from Solanum crinitum Lam. (Solanaceae)

The phytochemical investigation of Solanum crinitum Lam led to the isolation from the fruit trichomes of four flavonoids, tiliroside (1), astragalin (2), kaempferol (3), biochanin A-7-O-β-D-apiofuranosyl- (1→5)-β-D-apiofuranosyl-(1→6)-β-D-glucopyranoside (7), along with 4-hydroxybenzoic acid (12), and four cinnamic acid derivatives, cis-and trans-coumaric acids (10 and 11) and cis- and trans- ethyl coumarate (8 and 9). Three tri-glycosyl-steroidal alkaloids, solamargine (13), 20-epi-solamargine (14) and solasonine (16) were isolated from the methanolic extract of the green fruits. The derivatives 3,5,7,4′-tretra-O-methyl-kaempferol (4), 3,7,4′-tri- O-methyl-kaempferol (5), 3,7,4′-tri-O-methyl-5-O-acetyl- kaempferol (6), the peracetyl-episolamargine (15) and peracetyl-solasonine (17) were prepared. The structures were established through the analysis of their spectral data. The complete 1H and 13C NMR data assignments of the new peracetyl derivatives of the alkaloids were made.

Flavonoids of Echinops echinatus

Six flavonoids, 7-hydroxyisoflavone, kaempferol-4′-methylether, kaempferol-7-methylether, kaempferol, kaempferol-3-O-α-L-rhamnoside and myrecetin-3-O-α-L-rhamnoside has been isolated from the whole plant of Echinops echinatus.

Total synthesis of kaempferol and methylated kaempferol derivatives

Kaempferol (1), a natural product from various plants, was synthesized in which the longest linear sequence is only seven steps in overall yields of 47% from commercially available 1,3,5-trimethoxybenzene (10). The methylated kaempferols 2-5 were also prepared by use of this concise synthetic methodology. The key transformations in this synthesis involved the I2 oxidative-promoting-cyclization and DDO oxidative hydroxylation. Several strategies to achieve 1 are provided.