97871-86-8

Upstream product

• 7169-34-8 3-oxo-2,3-dihydrobenzo[b]furan 
• 135-02-4 ortho-anisaldehyde 
• 42220-77-9 (2E)-1-(2-hydroxyphenyl)-3-(2-methoxyphenyl)prop-2-en-1-one 
• 1542581-05-4 (2-bromophenyl)(3-(2-methoxyphenyl)oxiran-2-yl)methanone 
• 42220-77-9 1-(2-hydroxyphenyl)-3-(2-methoxyphenyl)prop-2-en-1-one 
• 342653-00-3 lithium 2-methoxyphenylacetylide 
• 90-02-8 salicylaldehyde 
• 90585-32-3 1,1-dibromo-2-(2-methoxyphenyl)ethene 
• 2491-36-3 2-(2-bromoacetyl)hydroxybenzene 
• 112980-30-0 2-(2-hydroxybenzylidene)coumaran-3-one 
• 77-78-1 dimethyl sulfate 
• 118-93-4 o-hydroxyacetophenone 
• 119-36-8 methyl salicylate 
• 2142-69-0 2-bromophenyl methyl ketone 

Downstream Products

• 112980-30-0 (Z)-2-(2-hydroxybenzylidene)benzofuran-3(2H)-one 

Relevant academic research and scientific papers

METHOD FOR SYNTHESIZING (Z)-AURONE AND DERIVATIVE COMPOUNDS THEREOF

One embodiment of the present invention is described below. Provided is (Z)-operon comprising o - (alkanone -1 - yl) phenol or its derivative compound in a thallium (Tl) catalyst and an cyclization step for cyclizing the compound under an organic solvent, and a method for producing the derivative compound.

Rh-Catalyzed aldehydic C-H alkynylation and annulation

Novel Rh-catalyzed aldehydic C-H bond alkynylation and annulation for the in situ synthesis of chromones and aurones are described. It involves the sequential aldehyde C-H bond alkynylation of salicylaldehyde with in situ generated 1-bromoalkyne from 1,1-

Aurones and Analogues: Promising Heterocyclic Scaffolds for Development of Antioxidant and Antimicrobial Agents

Synthesis of some new multi-functional analogues of 2′-hydroxy chalcone containing isoxazole and pyrazole functions were synthesized, and their pharmacological activity was tested. Chalcone derivatives were synthesized by the reaction of 2′-hydroxy acetophenone with various substituted benzaldehydes in a basic medium. Aurones were isolated upon treatment with mercuric acetate. Synthesized chalcones and aurones were converted into the corresponding isoxazole and pyrazole derivatives upon their reaction with hydroxylamine hydrochloride or hydrazine hydrate, respectively. Structures of the compounds were confirmed by spectroscopic methods. All synthesized compounds were tested for antioxidant and antibacterial potential. Some of those demonstrated excellent antioxidant activity, and one product was identified as a promising antimicrobial candidate.

Unusual Olefinic C-H Functionalization of Simple Chalcones toward Aurones Enabled by the Rational Design of a Function-Integrated Heterogeneous Catalyst

Flavonoids, which are ubiquitous plant secondary metabolites obtained from chalcones, mostly possess 6-membered C-rings derived from 6-endo-trig cyclization of chalcones. However, aurones, which are a class of flavonoids that rarely occur naturally, possess unusual 5-membered C-rings biosynthesized from chalcones by mainly performing B-ring oxidation. Therefore, the chemical catalytic transformation from simple chalcones into aurones is attractive, because it overcomes the drawback of known limited enzyme catalysis. The catalytic transformation, however, has not yet been reported because of the preferential 6-membered ring formation as with the biosynthesis and the need for rare intramolecular olefinic C-H functionalization. Here, we developed the catalytic olefinic C-H functionalization of simple chalcones toward various aurones enabled by the rational design of a function-integrated heterogeneous catalyst - a Pd-on-Au bimetallic nanoparticle catalyst supported on CeO2 - using O2 in air as the sole oxidant without any additives. In this system, the four conditions that were required for the challenging transformation toward aurones were achieved by the respective components of the catalyst: (a) a supported Pd catalyst: a catalyst for the olefinic C-H functionalization of chalcones toward aurones, (b) an Au promoter: an improvement in the catalytic activity by stabilizing Pd(0), (c) a CeO2 support: the inhibition of the 6-endo-trig cyclization utilizing the adsorption of chalcones, and (d) a Pd-on-Au structure: the inhibition of Au-catalyzed flavone synthesis. This catalytic transformation will promote not only the pharmaceutical study of aurones but also the rational design of a heterogeneous catalyst for the development of organic reactions that are not yet realized by homogeneous catalysts or biocatalyst.

Aurones as histone deacetylase inhibitors: Identification of key features

In this study, a total of 22 flavonoids were tested for their HDAC inhibitory activity using fluorimetric and BRET-based assays. Four aurones were found to be active in both assays and showed IC50 values below 20 μM in the enzymatic assay. Molecular modelling revealed that the presence of hydroxyl groups was responsible for good compound orientation within the isoenzyme catalytic site and zinc chelation.

Copper-catalyzed intramolecular tandem reaction of (2-halogenphenyl)(3- phenyloxiran-2-yl)methanones: Synthesis of (Z)-aurones

A convenient and efficient method for the copper-catalyzed synthesis of (Z)-aurones via intramolecular tandem reaction of (2-halogenphenyl)(3- phenyloxiran-2-yl)methanones is reported. Moreover, a plausible mechanism for the formation of (Z)-aurones is proposed. This is the first report on the synthesis of (Z)-aurones through copper-catalyzed Ullmann coupling reaction employing epoxides as substrates.

Natural and synthetic 2′-hydroxy-chalcones and aurones: Synthesis, characterization and evaluation of the antioxidant and soybean lipoxygenase inhibitory activity

A series of 2′-hydroxy-chalcones and their oxidative cyclization products, aurones, have been synthesized and tested for their antioxidant and lipoxygenase inhibitory activity. The natural product aureusidin (31) was synthesized in high yield by a new approach. An extensive structure-relationship study was performed and revealed that several chalcones and aurones possess an appealing pharmacological profile combining high antioxidant and lipid peroxidation activity with potent soybean LOX inhibition.