3570-62-5

Usage

Uses

Used in Pharmaceutical Industry:
5-hydroxy-7,8-dimethoxyflavone is used as a pharmaceutical agent for its potential medicinal properties, including its antioxidant, anti-inflammatory, and anti-cancer activities. It is being studied for its ability to inhibit the growth of cancer cells and for its neuroprotective effects, which could contribute to the development of treatments for various diseases.
Used in Cancer Treatment:
5-hydroxy-7,8-dimethoxyflavone is used as an anti-cancer agent for its potential to inhibit the growth of cancer cells. It may be employed in the development of new cancer therapies, particularly for its potential to target various types of cancer.
Used in Neuroprotection:
5-hydroxy-7,8-dimethoxyflavone is used as a neuroprotective agent for its potential to protect the nervous system and prevent neurodegenerative diseases. It is being studied for its potential role in the treatment of conditions such as Alzheimer's disease.
Used in Cardiovascular Disease Treatment:
5-hydroxy-7,8-dimethoxyflavone is used as a cardiovascular agent for its potential to treat cardiovascular diseases. Its antioxidant and anti-inflammatory properties may contribute to the prevention and treatment of various heart-related conditions.
Used in Antioxidant Formulations:
5-hydroxy-7,8-dimethoxyflavone is used as an antioxidant in various formulations, such as dietary supplements and skincare products, due to its potential to protect cells from oxidative damage and promote overall health.

InChI:InChI=1/C17H14O5/c1-20-14-9-12(19)15-11(18)8-13(10-6-4-3-5-7-10)22-17(15)16(14)21-2/h3-9,19H,1-2H3

Upstream product

• 23050-38-6 5,7,8-trimethoxy-2-phenyl-chromen-4-one 
• 113963-39-6 7-O-methylwogonin 5-β-D-glucopyranoside 
• 93-97-0 benzoic acid anhydride 
• 93869-48-8 8-Brom-5-acetoxy-7-methoxy-flavon 
• 124-41-4 sodium methylate 
• 632-85-9 wogonin 
• 74-88-4 methyl iodide 
• 21392-57-4 Dimethyl-chrysin 
• 480-40-0 5,7-dihydroxy-2-phenyl-chromen-4-one 
• 42079-76-5 5,7-dimethoxy-8-bromo-flavone 
• 4443-09-8 norwogonin 
• 3316-54-9 7-hydroxy-5,8-dimethoxyflavone 
• 7499-99-2 1-(2,4-dihydroxy-3,6-dimethoxy)phenylethanone 
• 100-52-7 benzaldehyde 

Downstream Products

• 84757-43-7 5,7-dihydroxy-6-formyl-8-methoxyflavone 
• 84757-44-8 I(5),II(5)-dihydroxy-I(7),II(7),I(8),II(8)-tetramethoxyhomobiflavone 
• 64703-83-9 5-Acetoxy-7,8-dimethoxy-flavon 
• 4431-47-4 5,8-dihydroxy-7-methoxyflavone 

Relevant academic research and scientific papers

5,8-DIHYDROXY-7-METHOXYFLAVONE FROM THE IMMATURE LEAVES OF DIDYMOCARPUS PEDICELLATA

A new flavone, pediflavone, has been isolated from the immature leaves of Didymocarpus pedicellata and identified as 5,8-dihydroxy-7-methoxyflavone. Key words: Didymocarpus pedicellata; Gesneriaceae; immature leaves; flavone; pediflavone; 5,8-dihydroxy-7-methoxyflavone.

A new 2-hydroxyflavanone from Mosla soochouensis

A new antifungal and radical scavenging 2-hydroxyflavanone, named mosloflavanone, was isolated from the dichloromethane extract of Mosla soochouensis together with the known mosloflavone and moslosooflavone. Structures were established by spectroscopic and chemical methods, as well as X-ray crystallography.

Short-step syntheses of naturally occurring polyoxygenated aromatics based on site-selective transformation

Wogonin and astringin were synthesized from inexpensive chrysin and piceid in short steps. The key feature of these syntheses is site-selective transformation. The target molecules were obtained in 27 and 62% yields from the starting materials, respectively.

[...] flavone, [...] baicalin and to a method for synthesizing Chinese baicalin

The present invention discloses a moslosooflavone synthetic method. The method comprises the steps of (1) 5,7-dimethoxy-8-bromo-flavone is reacted with sodium methylate under the catalysis of a copper salt to generate 5,7,8-trimethoxy flavone; (2) in an i

Activities of Wogonin Analogs and Other Flavones against Flavobacterium columnare

In our on-going pursuit to discover natural products and natural product-based compounds to control the bacterial species Flavobacterium columnare, which causes columnaris disease in channel catfish (Ictalurus punctatus), we synthesized flavone and chalcone analogs, and evaluated these compounds, along with flavonoids from natural sources, for their antibacterial activities against two isolates of F. columnare (ALM-00-173 and BioMed) using a rapid bioassay. The flavonoids chrysin (1a), 5,7-dihydroxy-4′-methoxyflavone (11), isorhamnetin (26), luteolin (27), and biochanin A (29), and chalcone derivative 8b showed strong antibacterial activities against F. columnare ALM-00-173 based on minimum inhibition concentration (MIC) results. Flavonoids 1a, 8, 11, 13 (5,4′-dihydroxy-7-methoxyflavone), 26, and 29 exhibited strong antibacterial activities against F. columnare BioMed based upon MIC results. The 24-h 50% inhibition concentration (IC50) results revealed that 27 and 29 were the most active compounds against F. columnare ALM-00-173 (IC50 of 7.5 and 8.5 mg/l, resp.), while 26 and 29 were the most toxic compound against F. columnare BioMed (IC50 of 9.2 and 3.5 mg/l, resp.). These IC50 results were lower than those obtained for wogonin against F. columnare ALM-00-173 and F. columnare BioMed (28.4 and 5.4 mg/l, resp.). However, based on MIC results, none of the compounds evaluated in this study were as active as wogonin (MIC 0.3 mg/l for each F. columnare isolate). Further modification of the wogonin structure to enhance antibacterial is of interest.

Synthesis and biological evaluation of novel 7-O-lipophilic substituted baicalein derivatives as potential anticancer agents

We synthesized derivatives of baicalein, wogonin, and chrysin through alkylation at the 7-O-position of the A ring with lipophilic terphenyl or long chain n-alkyl groups, and studied the in vitro anticancer activity of the derivatives through the growth inhibition MTT assay. We discovered that baicalein and two of its derivatives were good free radical scavengers. Among the 20 synthesized derivatives, 7-O-farnesylbaicalein (5d) and 7-O-dodecylbaicalein (5i) demonstrated stronger growth inhibition against human colon cancer SW480 cells compared with baicalein, with half maximal inhibitory concentration (IC50) values of 1.15 and 1.57 μM, respectively. Furthermore, 5d and 5i dose- and time-dependently inhibited the growth of SW480 cells. Cell cycle distribution analysis showed that 5d and 5i induced SW480 cell arrest at the S phase through an apoptotic mechanism, which was associated with an increase in the generation of reactive oxygen species. In conclusion, the potent anticancer activity of the baicalein derivatives (5d and 5i) suggested that the derivatives are potential anticancer agents for human colon cancer.

Convergent synthesis of mosloflavone, negletein and baicalein from crysin

An expeditious synthesis of three polyoxygenated flavones: mosloflavone, negletein and baicalein, starting from crysin, an easily available flavone, by a bromination/methoxylation procedure is reported. The convergent synthesis exploits a base induced Wesley-Moser type rearrangement.

Insect antifeedant activity of flavones and chromones against Spodoptera litura

The antifeedant polymethylated flavones 5-hydroxy-3,6,7,8,4′-heptamethoxyflavone, 5-hydroxy-3,6,7,8-tetramethoxyflavone, and 5,6-dihydroxy-3,7-dimethoxyflavone have been isolated from the cudweed, Gnaphalium affine D. Don (Compositae). These flavonoids and authentic analogues showed insect antifeedant activity against the common cutworm (Spodoptera litura F.). In a previous paper, it was suggested that there was no substituent on the B-ring of the flavonoid for the beneficial antifeedant activity against the common cutworm. These flavonoids having a phenyl group as the B-ring and the chromone as elimination of the B-ring from the flavonoids were used to test the hypothesis of the previously described B-ring effect. The known fact is that Sculletaria baicarensis (Rutaceae) produced the 2-phenyl flavone. Test compounds and their methylated derivatives were prepared from this material for the structure-activity relationship (SAR) study of insect antifeedant activity. In spite of the 2-phenyl flavonoids, some tested compounds did not show any insect antifeedant activity against the common cutworm, although these inactive flavonoids were deficient in the 6-substituent group on the A-ring of the flavonoid. This 6-position-substituted derivative almost showed strong insect antifeedant activity against common cutworm. Moreover, the tested flavonoids having a hydroxyl group as a substituent on any of the positions tended to increase the activity. These results suggested the importance of the 6-position substitution on the flavonoid; however, hydrophilic substituents decreased the activity. Baicalein (5,6,7-trihydroxyflavone) derivatives did not show any activity despite having the 6-substituent derivative. Although the activity of some chromones increased the activity of the flavone, the bulky B-ring was a disadvantage for the antifeedant activity. It was suggested that the charge on C(3) and C(5) of the flavonoid was important for the biological activity. Additionally, an adequate hydrogen bonding property, which is different from lipophilicity, was an advantage for the activity on the basis of a QSAR analysis.

Synthesis of some commonly occurring 2-phenyl-4H-1-benzopyran-4-ones: Revised structures for three natural products

5-Hydroxy-6,7-dimethoxyflavone, 5-hydroxy-7,8-dimethoxyflavone, 5-hydroxy-3,7-dimethoxyflavone, 3-hydroxy-5,7-dimethoxyflavone, 5-hydroxy-7,8-dimethoxyisoflavone and 5,7-dihydroxy-3-methoxyflavone and their derivatives have been synthesised to confirm the

FLAVONOIDS FROM Andrographis paniculata

A new flavanone glucoside, named andrographidine A (1), and five new flavone glucosides, named andrographidines B (2), C (3), D (4), E (5) and F (6), were isolated from the root of Andrographis paniculata.Their structures were determined on the basis of spectral data, especially carbon-13 and proton nuclear magnetic resonance spectra, and chemical derivatization.They have uncommon O-substitution patterns involving 5-, 7-, 8-, 2'-, 3'- and 4'-O-substituents.Keywords - Andrographis paniculata; Acanthaceae; flavone glucoside; flavanone glucoside; andrographidine A; Andrographidine B; 13C-NMR; methylglucopyranoside per-p-bromobenzoate; A-value