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Usage

Uses

Used in Pharmaceutical Industry:
(E)-2',6'-dihydroxy-4,4'-dimethoxychalcone is used as a pharmaceutical agent for its anti-inflammatory, antioxidant, and anti-cancer properties. It modulates various signaling pathways and exhibits inhibitory effects on tumor growth and progression, making it a promising candidate for the development of new drugs to treat cancer.
Used in Antiviral Applications:
In the field of antiviral research, (E)-2',6'-dihydroxy-4,4'-dimethoxychalcone is used as an antiviral agent due to its ability to inhibit viral replication and reduce the severity of viral infections.
Used in Antimicrobial Applications:
(E)-2',6'-dihydroxy-4,4'-dimethoxychalcone is utilized as an antimicrobial agent in the medical field, where it helps in combating bacterial infections by inhibiting the growth of harmful microorganisms.
Used in Nutraceutical Industry:
(E)-2',6'-dihydroxy-4,4'-dimethoxychalcone is used as a nutraceutical ingredient for its potential role in protecting against oxidative stress and reducing the risk of chronic diseases, contributing to the development of health supplements and functional foods.
Used in Cosmetic Industry:
In the cosmetic industry, (E)-2',6'-dihydroxy-4,4'-dimethoxychalcone is used as an active ingredient for its antioxidant and anti-inflammatory properties, which can help in the development of skincare products aimed at reducing signs of aging and promoting skin health.

Upstream product

• 29424-96-2 naringenin-4',7-dimethyl ether 

Downstream Products

• 29424-96-2 naringenin-4',7-dimethyl ether 
• 13238-06-7 naringenin 4',7-dimethyl ether 
• 13238-06-7 naringenin 4',7-dimethyl ether 

Relevant academic research and scientific papers

Asymmetric cyclization of 2′-hydroxychalcones to flavanones: Catalysis by chiral Bronsted acids and bases

The asymmetric cyclization of 2′-hydroxychalcones to flavanones is a basic, enzyme-catalyzed step in the biosynthesis of flavonoid natural products, but poses a long-standing problem for asymmetric catalysis with small molecule catalysts. Earlier claims concerning the realization of an asymmetric flavanone synthesis by means of camphorsulfonic acid as chiral Bronsted acid catalysts were reinvestigated using accurate HPLC methods for quantification of enantiomer ratios. The previous claims of asymmetric induction were thus shown to be untenable. On the other hand, cinchona alkaloids serve as chiral Bronsted base mediators for the asymmetric cyclization of either 6′-substituted 2′-hydroxychalcones or 2′,6′- dihydroxychalcones. 2′,6′-Dihydroxy-4,4′-dimethoxychalcone, for instance, cyclized to give the naturally occurring naringenin-4′,7- dimethyl ether in up to 64 % ee at 81 % conversion. The catalysis shows a marked dependency of the enantiomeric excess of the product on the catalyst, solvent and reactant concentration. Based on these successful examples of asymmetric cyclizations of 2′-hydroxychalcones to flavanones, requirements for more active asymmetric catalysts can be defined. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

Kinetics and Mechanism of the Cyclisation of 2',6'-Dihydroxy-4,4'-dimethoxychalcone; Influence of the 6'-Hydroxy Group on the Rate of Cyclisation under Neutral Conditions

The pH-rate profile for the cyclisation of the title compound has been established under aqueous conditions and is accounted for in terms of contributions from uncatalysed cyclisation of neutral, monoanionic, and dianionic chalcone species, together with an acid-catalysed cyclisation.At high pH the reaction does not go to completion and a kinetic term representing hydroxide promotion of the reverse ring-opening reaction of the flavanone anion intervenes.Rate coefficients for all contributing reactions and dissociation constants for the chalcone and its monoanion are established.The chalcone monoanion cyclises about 440 times faster than the neutral chalcone and about 3 times faster than the dianion.The known ease of cyclisation under neutral conditions of 2',6'-dihydroxychalcones as compared with other 2'-hydroxychalcones is considered to be associated with two contributing factors: (i) a much larger first dissociation constant of the chalcone which results in a higher proportion of the chalcone being present as the reactive monoanion at neutral pH; (ii) specially high reactivity of the chalcone monoanion associated with intramolecular general acid catalysis by the 6'-OH group.The latter is implicated through the observation of a large kinetic isotope effect for monoanion cyclisation, which is 5.7 times slower in D2O than in H2O.This isotope effect also establishes for the monoanion that the s-cis - s-trans conformational isomerisation of the monoanion must be a pre-equilibrium rather than the rate-determining stage in the cyclisation.