520-12-7

Usage

Uses

Used in Pharmaceutical Industry:
5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4-benzopyrone is used as a pharmaceutical agent for its potential therapeutic effects. 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4-benzopyrone's structure allows it to interact with various biological targets, making it a promising candidate for the development of new drugs.
Used in Anticancer Applications:
In the field of oncology, 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4-benzopyrone is used as an anticancer agent. It may exhibit inhibitory effects on tumor growth and progression by modulating various oncological signaling pathways. Additionally, it could potentially enhance the efficacy of conventional chemotherapeutic drugs when used in combination.
Used in Drug Delivery Systems:
To improve the bioavailability and therapeutic outcomes of 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4-benzopyrone, novel drug delivery systems have been developed. These systems, which may include organic and metallic nanoparticles, serve as carriers for the compound, enhancing its delivery to target cells and tissues.
Used in Antimicrobial Applications:
5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4-benzopyrone is used as an antimicrobial agent, particularly against uropathogens. Its pharmacological activity makes it a potential candidate for the development of new treatments for urinary tract infections.
Used in Nutraceutical Industry:
Due to its potential health benefits, 5,7-dihydroxy-6-methoxy-2-(4-methoxyphenyl)-4-benzopyrone may also be used in the nutraceutical industry. It could be incorporated into dietary supplements or functional foods to provide consumers with additional health-promoting properties.

InChI:InChI=1/C17H14O6/c1-21-10-5-3-9(4-6-10)13-7-11(18)15-14(23-13)8-12(19)17(22-2)16(15)20/h3-8,19-20H,1-2H3

Upstream product

• 25893-02-1 7-benzyloxy-5,6-dimethoxy-2-(4-methoxy-phenyl)-chromen-4-one 
• 7499-99-2 1-(2,4-dihydroxy-3,6-dimethoxy)phenylethanone 
• 794-94-5 p-Methoxybenzoic anhydride 
• 529-53-3 scutellarein 
• 53452-12-3 6,4'-dimethoxy-5-hydroxyflavone 7-O-β-D-glucopyranoside 
• 25892-94-8 1-(4-(benzyloxy)-3,6-dihydroxy-2-methoxyphenyl)ethan-1-one 
• 28978-02-1 pectolinarin 
• 70938-59-9 methyl 3,4,5-trihydroxy-6-((5-hydroxy-6-methoxy-2-(4-methoxyphenyl)-4-oxo-4H-chromen-7-yl)oxy)tetrahydro-2H-pyran-2-carboxylate 
• 28736-83-6 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5-hydroxy-6-methoxy-4H-chromen-4-one 
• 62252-32-8 7-(benzyloxy)-2-(4-(benzyloxy)phenyl)-5,6-dihydroxy-4H-chromen-4-one 
• 1351585-69-7 5,6,7-trihydroxy-2-[4-(phenylmethoxy)phenyl]-4H-1-benzopyran-4-one 
• 1402607-40-2 9-hydroxy-2,2-diphenyl-6-[4-(phenylmethoxy)phenyl]-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one 
• 1447-88-7 hispidulin 
• 74-88-4 methyl iodide 

Downstream Products

• 203191-22-4 7-carboxymethyloxy-5-hydroxy-4',6-dimethoxy flavone 
• 1087318-94-2 C₂₁H₂₃NO₆ 
• 1087318-96-4 C₂₃H₂₇NO₆ 
• 1087318-92-0 C₂₂H₂₅NO₆ 
• 1087319-00-3 C₂₄H₂₇NO₆ 
• 1087318-98-6 C₂₃H₂₅NO₆ 
• 1087319-02-5 C₂₃H₂₅NO₇ 

Relevant academic research and scientific papers

Pubescidin, an isoflavone glycoside from Centrosema pubescens

A new isoflavone glycoside, irisolidone 7-O-β-D-apiofuranosyl-(1 → 2)- β-D-glucopyranoside was isolated from the seeds of Centrosema pubescens along with sitosterol, stigmasterol and sitosterol 3-O-β-D-glucopyranoside. The structures of new and known compounds were established by spectroscopic and chemical methods.

Semi-synthesis of a series natural flavonoids and flavonoid glycosides from scutellarin

Natural flavonoids and flavonoid glycosides exist in many plants and have been demonstrated to possess various clinically relevant properties, isolating large amounts of these compounds that have striking structural similarity from plant sources needs tedious isolation techniques. These processes limited their availability in structural diversity for structure?activity relationship (SAR) studies, and restrict large quantities for, as an example, their mechanistic evaluation of the in vivo activities. In this work, we developed a semi-synthetic strategy from scutellarin for the synthesis of a series of natural flavonoids and flavonoid glycosides. By taking this strategy, eight bioactive flavonoids with striking structural similarities were synthesized efficiently and practically. The sufficient amounts obtained products will greatly facilitate the SAR studies and mechanistic evaluation of the in vivo activities.

Synthesis and biological evaluation of methylated scutellarein analogs based on metabolic mechanism of scutellarin in vivo

Scutellarin (1) could be hydrolyzed into scutellarein (2) in vivo and then converted into methylated, sulfated and glucuronidated forms. In order to investigate the biological activities of these methylated metabolites, eight methylated analogs of scutellarein (2) were synthesized via semi-synthetic methods. The antithrombotic activities of these compounds were evaluated through the analyzation of prothrombin time (PT), activated partial thromboplastin time (APTT), thrombin time (TT) and fibrinogen (FIB). Their antioxidant activities were assessed by measuring their scavenging capacities toward 1,1-diphenyl-2-picrylhydrazyl radical (DPPH) and the ability to protect PC12 cells against H2O2-induced cytotoxicity. Furthermore, the physicochemical properties of these compounds including aqueous solubility and lipophilicity were also investigated. The results showed that 6-O-methylscutellarein (5) demonstrated potent antithrombotic activity, stronger antioxidant activity and balanced solubility and permeability compared with scutellarin (1), which warrants further development of 5 as a promising lead for the treatment of ischemic cerebrovascular disease.

In vitro biological evaluation of novel 7-O-dialkylaminoalkyl cytotoxic pectolinarigenin derivatives against a panel of human cancer cell lines

The effect of novel pectolinarigenin derivatives bearing a dialkylaminoalkyl substituent at O-7 on cell proliferation was evaluated in vitro in a panel of seven human cancer cell lines including renal adenocarcinoma ACHN, amelanotic melanoma C32, colorectal adenocarcinoma Caco-2, lung large cell carcinoma COR-L23, malignant melanoma A375, lung carcinoma A549 and hepatocellular carcinoma Huh-7D12 cell lines. Pectolinarigenin (2), obtained by hydrolysis of rutinose unit of the pectolinarin (1) isolated from Linaria reflexa, exhibited cytotoxic activity against Caco-2, A549 and A375 cell lines with IC50 values of 5.3-8.2 μM. The most active pectolinarigenin derivative was 3 characterized by a dimethylamino-propoxy group in O-7 with IC50 values of 7.2 and 7.4 μM against COR-L23 and A549 cell lines, respectively. A structure-activity relationship analysis of synthesized compounds was performed. None of the tested compounds affected the proliferation of skin fibroblasts 142BR suggesting a selective activity against tumor cells.

Gastroprotective flavone/flavanone compounds with therapeutic effect on inflammatory bowel disease

PCT No. PCT/KR97/00144 Sec. 371 Date Jan. 14, 1999 Sec. 102(e) Date Jan. 14, 1999 PCT Filed Jul. 25, 1997 PCT Pub. No. WO98/04541 PCT Pub. Date Feb. 5, 1998The present invention relates to novel flavone/flavanone compounds or their pharmaceutically acceptable salts and process for preparation thereof for protecting gastrointestinal tracts against gastritis, ulcers and inflammatory bowel disease.

Potential antitumor agents from Lantana camara: Structures of flavonoid-, and phenylpropanoid glycosides

Besides the known glycosides, verbascoside and a flavone glycoside, a novel flavonol glycoside named camaraside and a new phenylpropanoid glycoside, lantanaside have been isolated from the leaves of Lantana camara and defined as 3,5-dihydroxy-4',6-dimethoxyflavonol-7-O-glucopyranoside and 3,4-dihydroxy-β-phenylethyl-O-α-L-rhamnopyranosyl (1 → 3)-4-O-cis-caffeoyl-β-D-glucopyranoside respectively by spectroscopic methods and chemical transformations.

O-methylation of flavonoids by cell-free extracts of calamondin orange

Cell-free extracts of calamondin orange (Citrus mitis) catalysed the O-methylation of almost all hydroxyls of a number of flavonoids, indicating the existence in citrus tissues of ortho, meta, para and 3-O-methyltransferases. The latter, hitherto unreported enzyme, catalysed the formation of 3-O-methyl ethers of galangin and quercetin. The stepwise O-methylation of a number of compounds, especially quercetin and quercetagetin, tends to suggest a coordinated sequence of O-methylations on the surface of a multienzyme complex. The methyl acceptor abilities of the flavonoid substrates used are discussed in relation to their hydroxyl substitution patterns and their negative electron density distribution.