4044-00-2

Usage

InChI:InChI=1/C15H10O4/c16-10-6-12(17)14-13(7-10)19-8-11(15(14)18)9-4-2-1-3-5-9/h1-8,16-17H

Upstream product

• 26964-35-2 5,7-dimethoxyisoflavone 
• 727-71-9 2-phenyl-2',4',6'-trihydroxyacetophenone 
• 4637-24-5 N,N-dimethyl-formamide dimethyl acetal 
• 68-12-2 N,N-dimethyl-formamide 
• 122-51-0 orthoformic acid triethyl ester 
• 108-73-6 3,5-dihydroxyphenol 
• 140-29-4 phenylacetonitrile 
• 10147-11-2 propargyl benzene 
• 487-70-7 2,4,6-trihydroxybenzaldehyde 
• 536-74-3 phenylacetylene 
• 98-80-6 phenylboronic acid 
• 31721-94-5 5,7-dihydroxy-chromen-4-one 
• 15485-75-3 5,7-dihydroxy-4-oxo-3-phenyl-4H-chromene-2-carboxylic acid ethyl ester 
• 39604-66-5 2-hydroxy-4,6-dimethoxyphenyl benzyl ketone 

Downstream Products

• 98882-20-3 5,7-diacetoxy-3-phenyl-chromen-4-one 
• 19725-43-0 5-hydroxy-7-methoxy-3-phenyl-chromen-4-one 
• 36048-27-8 5,7,8-trihydroxy-3-phenyl-4H-1-benzopyran-4-one 
• 104311-05-9 8-dimethyl-5,7-dihydroxyisoflavone 
• 104310-99-8 6-diphenylmethyl-5,7-dihydroxyisoflavone 
• 104310-96-5 6,8-bis(diphenylmethyl)-5,7-dihydroxyisoflavone 
• 105364-73-6 6-C-benzyl-5,7-dihydroxyisoflavone 
• 105364-72-5 8-C-benzyl-5,7-dihydroxyisoflavone 
• 106329-09-3 6,8-di-C-benzyl-5,7-dihydroxyisoflavone 
• 75682-04-1 5,7-Dihydroxy-isoflavanone 
• 1005418-12-1 5-hydroxy-7-(methoxymethoxy)-3-phenyl-4H-chromen-4-one 
• 1445711-42-1 5-methoxy-4-oxo-3-phenyl-4H-chromen-7-yl dimethylcarbamate 
• 154407-04-2 7-hydroxy-5-methoxy-3-phenyl-4H-chromen-4-one 
• 1445711-70-5 7-hydroxy-8-[(dimethylamino)methyl]-5-methoxy-3-phenyl-4H-chromen-4-one 

Relevant academic research and scientific papers

Identification of ortho catechol-containing isoflavone as a privileged scaffold that directly prevents the aggregation of both amyloid β plaques and tau-mediated neurofibrillary tangles and its in vivo evaluation

In this study, polyhydroxyisoflavones that directly prevent the aggregation of both amyloid β (Aβ) and tau were expediently synthesized via divergent Pd(0)-catalyzed Suzuki-Miyaura coupling and then biologically evaluated. By preliminary structure–activity relationship studies using thioflavin T (ThT) assays, an ortho-catechol containing isoflavone scaffold was proven to be crucial for preventing both Aβ aggregation and tau-mediated neurofibrillary tangle formation. Additional TEM experiment confirmed that ortho-catechol containing isoflavone 4d significantly prevented the aggregation of both Aβ and tau. To investigate the mode of action (MOA) of 4d, which possesses an ortho-catechol moiety, 1H-15N HSQC NMR analysis was thoroughly performed and the result indicated that 4d could directly inhibit both the formation of Aβ42 fibrils and the formation of tau-derived neurofibrils, probably through the catechol-mediated nucleation of tau. Finally, 4d was demonstrated to alleviate cognitive impairment and pathologies related to Alzheimer's disease in a 5XFAD transgenic mouse model.

The oxidative coupling between benzaldehyde derivatives and phenylacetylene catalyzed by rhodium complexes via C-H bond activation

This paper reports the use of rhodium (Rh) catalysts for the oxidative coupling reaction between phenylacetylene and benzaldehyde derivatives via C-H bond activation. These reactions were catalyzed by Rh(l-amino acid)(cod) (the l-amino acid is l-phenylala

Synthesis, Characterization, and Antioxidant Activities of Genistein, Biochanin A, and Their Analogues

A series of naturally occurring genistein (3) and biochanin A (4) compounds and their analogues were synthesized from phloroglucinol. The structures of all the synthesized compounds were established by the combined use of 1HNMR, 13CNMR, IR spectral data, and mass spectrometry; their antioxidant activities were investigated. Most of the synthesized compounds show moderate-to-high activity; only two compounds exhibit no significant activity.

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.

Synthesis and aminomethylation of 7-hydroxy-5-methoxyisoflavones

A synthetic method for 7-hydroxy-5-methoxyisoflavones starting from 5,7-dihydroxyisoflavones was developed. Dimethylcarbamoylchloride was proposed for protection of the 7-hydroxy group. Aminomethylation of the synthesized 7-hydroxy-5-methoxyisoflavones by formaldehyde aminals was studied.

Synthesis of isoflavones via base catalysed condensation reaction of deoxybenzoin

Base catalysed condensation reaction of o-hydroxyl-α- phenylacetophenones with formyl reagents affords various substituted isoflavones. Many bases were tested in the condensation reaction and DMAP was found to be the most effective catalysis.

Synthesis and evaluation of derrubone and select analogues

(Chemical Equation Presented) Recently, we reported that the natural product derrubone exhibits Hsp90 inhibitory activity. Due to its unique architectural scaffold and proposed rapid assembly, the synthesis of this natural product was pursued with the aim of identifying structure-activity relationships. Synthesis of the natural product was accomplished in eight highly convergent steps, which led to a facile method for the construction of related compounds. Biological evaluation of derrubone and its analogues identified several compounds that exhibit low micromolar inhibitory activity against breast and colon cancer cell lines.

2H-1-benzopyran derivatives, processes for their preparation and pharmaceutical compositions thereof

2H-1-benzopyran derivatives, processes for their preparation and use thereof for the preparation of pharmaceutical compositions for the prevention and treatment of postmenopausal pathologies.

Ground mixture

A ground mixture of a poorly soluble crystalline drug and an adsorbent is remarkably improved in the rates of dissolution and adsorption of the drug.