486-63-5

Usage

Uses

Used in Pharmaceutical Industry:
4''-HYDROXY-7-METHOXYISOFLAVONE is used as a pharmaceutical compound for its potential therapeutic properties. It is being investigated for its possible role in the treatment of various diseases and conditions due to its unique chemical structure and biological activities.
Used in Nutraceutical Industry:
In the nutraceutical industry, 4''-HYDROXY-7-METHOXYISOFLAVONE is used as a natural ingredient in dietary supplements and functional foods. Its presence in plants suggests that it may have health-promoting properties, making it a valuable addition to products aimed at enhancing well-being and supporting overall health.
Used in Cosmetic Industry:
4''-HYDROXY-7-METHOXYISOFLAVONE is also used in the cosmetic industry for its potential benefits in skincare and beauty products. Its antioxidant and anti-inflammatory properties may contribute to improved skin health and appearance, making it a sought-after ingredient in various cosmetic formulations.
Used in Research and Development:
In the field of research and development, 4''-HYDROXY-7-METHOXYISOFLAVONE serves as a valuable compound for scientific studies. Its unique structure and potential biological activities make it an interesting subject for further investigation, with the aim of discovering new applications and understanding its mechanisms of action.

Upstream product

• 486-66-8 daidzein 
• 77-78-1 dimethyl sulfate 
• 97472-93-0 3-(4-aminophenyl)-7-methoxy-4H-chromen-4-one 
• 1157-39-7 7-methoxy-3-(4-methoxyphenyl)-4H-chromen-4-one 
• 186581-53-3 diazomethane 
• 60278-33-3 1-(2-hydroxy-4-methoxyphenyl)-2-(4-hydroxyphenyl)ethan-1-one 
• 68-12-2 N,N-dimethyl-formamide 
• 485-80-3 S-adenosyl-L-methionine 
• 69097-97-8 7,4'-dihydroxy-dihydroflavone 
• 74-88-4 methyl iodide 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 71597-85-8 (p-hydroxyphenyl)boronic acid 
• 73220-42-5 3-iodo-7-methoxy-chromen-4-one 
• 150-19-6 O-methylresorcine 

Downstream Products

• 1182706-73-5 7-methoxy-3-(4-(oxiran-2-ylmethoxy)phenyl)-4H-chromen-4-one 
• 1228174-10-4 4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl (9Z)-oleate 
• 1228174-14-8 4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl 10-undecenoate 
• 1228174-11-5 4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl (9Z,12Z)-linoleate 
• 1228174-12-6 4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl stearate 
• 1228174-13-7 4-(7-methoxy-4-oxo-4H-chromen-3-yl)phenyl palmitate 
• 1179998-13-0 2-(2-hydroxy-4-methoxyphenyl)-3-(4-hydroxyphenyl)-pyrimido[1,2-a]benzimidazole 
• 1233690-23-7 C₁₉H₁₅N₃O₄ 
• 486-66-8 daidzein 
• 1232561-88-4 C₁₈H₁₄N₄O₃ 
• 1232562-14-9 C₁₈H₁₄N₄O₄ 
• 1233943-95-7 1-[4-(2-hydroxy-4-methoxyphenyl)-5-(4-hydroxyphenyl)pyrimidin-2-yl]thiourea 
• 866147-08-2 3-[4-(2-diethylamino-ethoxy)-phenyl]-7-methoxy-4H-chromen-4-one 
• 866147-07-1 7-methoxy-3-[4-(2-piperidin-1-yl-ethoxy)-phenyl]-4H-chromen-4-one 

Relevant academic research and scientific papers

A facile access for the synthesis of 1-hetero(aryl)-1,2,3-triazoles linked to equol under mild conditions

We herein report a convenient methodology for the synthesis of 1-hetero(aryl)-1,2,3-triazoles linked with equol by utilizing copper-catalyzed azide-alkyne cycloaddition reaction under exceptionally mild conditions. The salient features of this developed p

Structural modification and antihypertensive activity study of formononetin derivatives

A series of formononetin derivatives with substituted benzyloxy groups on the 4′ position of isoflavone were designed and synthesized. Their vasodilative activities were evaluated by wire myograph system on isolated rat mesenteric arterial ring. The preli

Scope and Applications of 2,3-Oxidative Aryl Rearrangements for the Synthesis of Isoflavone Natural Products

The reaction of flavanones with hypervalent iodine reagents was investigated with a view to the synthesis of naturally occurring isoflavones. In contrast to several previous reports in the literature, we did not observe the formation of any benzofurans via a ring contraction pathway, but could isolate only isoflavones, resulting from an oxidative 2,3-aryl rearrangement, and flavones, resulting from an oxidation of the flavanones. Although the 2,3-oxidative rearrangement allows a synthetically useful approach toward some isoflavone natural products due to the convenient accessibility of the required starting materials, the overall synthetic utility and generality of the reaction appear to be more limited than previous literature reports suggest.

Design, synthesis and the structure-activity relationship of agonists targeting on the ALDH2 catalytic tunnel

ALDH2, a key enzyme in the alcohol metabolism process, detoxifies several kinds of toxic small molecular aldehydes, which induce severe organ damages. The development of novel Alda-1 type ALDH2 activators was mostly relied on HTS but not rational design so far. To clarify the structure–activity relationship (SAR) of the skeleton of Alda-1 analogs by synthesis of the least number of analogs, we prepared 31 Alda-1 analogs and 3 isoflavone derivatives and evaluated for their ALDH2-activating activity. Among these, the ALDH2-activating activity of mono-halogen-substituted (Cl and Br) N-piperonylbenzamides 3b and 3 k, and non-aromatic amides 8a-8c, were 1.5–2.1 folds higher than that of Alda-1 at 20 μM. The relationship between binding affinity in computer aided molecular docking model and the ALDH2-activating activity assays were clarified as follows: for Alda-1 analogs, with the formation of halogen bonds, the enzyme-activating activity was found to follow a specific regression curve within the range between ?5 kcal/mol and ?4 kcal/mol. For isoflavone derivatives, the basic moiety on the B ring enhance the activating activity. These results provide a new direction of utilizing computer-aided modeling to design novel ALDH2 agonists in the future.

Daidzein analogs as treatment for cancer

Provided are compositions for treatment of cancers, including breast cancer, comprising at least one novel daidzein analog, as well as methods of using the same for preventing or treating cancer or tumor growth.

Induction of targeted osteogenesis with 3-aryl-2H-benzopyrans and 3-aryl-3H-benzopyrans: Novel osteogenic agents

Development of target oriented chemotherapeutics for treatment of chronic diseases have been considered as an important approach in drug development. Following this approach, in our efforts for exploration of new osteogenic leads, substituted 3-aryl-2H-be

Design and synthesis of 3-arylbenzopyran based non-steroidal vitamin-D3 mimics as osteogenic agents

3-Arylbenzopyran based non-steroidal osteogenic agents have been explored as structural templates of estrogen and vitamin-D3. The target molecules 18a-c, 19a-c, 26a-c, 27a-c and intermediates 17a-c and 25a-c were studied for their osteogenic activity in an osteoblast differentiation assay in vitro using mouse calvarial osteoblast cells. Compounds 25c, 26b, 27b and 27c effectively increased ALP activity at 1 pM concentration compared to the untreated cells. The active compounds were devoid of inherent toxicity at 1 pM concentration in osteoblast cells. The most active compound, 27b, was studied for mineralization of osteoblast cells and expression of marker genes, viz. BMP-2, RUNX-2 & Osx, involved in osteogenesis. Molecular docking analysis performed for 27b showed its possible interactions with estrogen receptor-α and -β (ER-α and ER-β) as well as the vitamin-D receptor (VDR).

Combinatorial synthesis of structurally diverse triazole-bridged flavonoid dimers and trimers

Flavonoids are a large family of compounds associated with a broad range of biologically useful properties. In recent years, synthetic compounds that contain two flavonoid units linked together have attracted attention in drug discovery and development projects. Numerous flavonoid dimer systems, incorporating a range of monomers attached via different linkers, have been reported to exhibit interesting bioactivities. From a medicinal chemistry perspective, the 1,2,3-triazole ring system has been identified as a particularly attractive linker moiety in dimeric derivatives (owing to several favourable attributes including proven biological relevance and metabolic stability) and triazole-bridged flavonoid dimers possessing anticancer and antimalarial activities have recently been reported. However, there are relatively few examples of libraries of triazole-bridged flavonoid dimers and the diversity of flavonoid subunits present within these is typically limited. Thus, this compound type arguably remains underexplored within drug discovery. Herein, we report a modular strategy for the synthesis of novel and biologically interesting triazole-bridged flavonoid heterodimers and also very rare heterotrimers from readily available starting materials. Application of this strategy has enabled step-efficient and systematic access to a library of structurally diverse compounds of this sort, with a variety of monomer units belonging to six different structural subclasses of flavonoid successfully incorporated.

Development of 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs) from natural isoflavones, a new class of fluorescent scaffolds for biological imaging

Starting from 7-hydroxyisoflavones, we developed a new class of fluorescent scaffolds, 3-alkyl-6-methoxy-7-hydroxy-chromones (AMHCs, MW ～ 205.19, λab ～ 350 nm, λem ～ 450 nm) via a trial and error process. AMHCs have the advantages of being a small molecular moiety, having strong fluorescence in basic buffers, reasonable solubility and stability, non-toxicity, and are conveniently linked to pharmacophores. AMHCs were successfully used in fluorescence microscopy imaging of cells and tissues. This journal is

Free-radical-scavenging, antityrosinase, and cellular melanogenesis inhibitory activities of synthetic isoflavones

In this study, we examined the potential of synthetic isoflavones for application in cosmeceuticals. Twenty-five isoflavones were synthesized and their capacities of free-radical-scavenging and mushroom tyrosinase inhibition, as well as their impact on cell viability of B16F10 murine melanoma cells and HaCaT human keratinocytes were evaluated. Isoflavones that showed significant mushroom tyrosinase inhibitory activities were further studied on reduction of cellular melanin formation and antityrosinase activities in B16F10 melanocytes in vitro. Among the isoflavones tested, 6-hydroxydaidzein (2) was the strongest scavenger of both ABTS.+ and DPPH. radicals with SC50 values of 11.3±0.3 and 9.4±0.1 μM, respectively. Texasin (20) exhibited the most potent inhibition of mushroom tyrosinase (IC50 14.9±4.5 μM), whereas retusin (17) showed the most efficient inhibition both of cellular melanin formation and antityrosinase activity in B16F10 melanocytes, respectively. In summary, both retusin (17) and texasin (20) exhibited potent free-radical-scavenging capacities as well as efficient inhibition of cellular melanogenesis, suggesting that they are valuable hit compounds with potential for advanced cosmeceutical development.