126686-33-7

Upstream product

• 126686-32-6 (E)-1-(2-hydroxy-4-(methoxymethoxy)phenyl)-3-phenylprop-2-en-1-one 
• 65490-08-6 2-hydroxy-4-(methoxymethoxy)acetophenone 
• 1277188-84-7 7-(methoxymethoxy)chromone 
• 98-80-6 phenylboronic acid 
• 100-52-7 benzaldehyde 
• 89-84-9 2',4'-dihydroxy-4-acetophenone 

Downstream Products

• 6515-36-2 7-hydroxy-2-phenyl-chroman-4-one 
• 78045-71-3 7-(γ,γ-dimethylallyloxy)flavanone 
• 2545-13-3 (S)-2,3-dihydro-7-hydroxy-2-phenyl-4H-1-benzopyran-4-one 

Relevant academic research and scientific papers

Design, synthesis, and cholinesterase inhibition assay of liquiritigenin derivatives as anti-Alzheimer's activity

The marine environment is a rich resource for discovering functional materials, and seaweed is recognized for its potential use in biology and medicine. Liquiritigenin has been isolated and identified from Sargassum pallidum. To find new anti-Alzheimer's activity, we designed and synthesized thirty-two 7-prenyloxy-2,3-dihydroflavanone derivatives (3a-3p) and 5-hydroxy-7-prenyloxy-2,3-dihydro-flavanone derivatives (4a-4p) as cholinesterases inhibitors based on liquiritigenin as the lead compound. Inhibition screening against acetylcholinesterase (AChE) and butyrylcholinesterase (BuChE) indicated that all synthesized compounds possessed potent AChE inhibitory activity and moderated to weak BuChE inhibitory activity in vitro. Kinetic studies demonstrated that compound 4o inhibited AChE via a dual binding site ability. In addition, all compounds displayed the radical scavenging effects. Finally, the molecular docking simulation of 4o in AChE active site displayed good agreement with the obtained the pharmacological results.

Design, Synthesis, and Potential Antidepressant-like Activity of 7-prenyloxy-2,3-dihydroflavanone Derivatives

A series of 7-prenyloxy-2, 3-dihydroflavanone derivatives were synthesized and screened for their antidepressant-like activity. Among them, it was observed that compounds 5j and 5k were found to be the most antidepressant-like activity. In addition, it was found that compounds 5j and 5k significantly increased the concentrations of the main neurotransmitters 5-HT and NE in the hippocampus, hypothalamus, and cortex. Compounds 5j and 5k also significantly increased the contents of 5-HIAA in the hippocampus and cortex, shut down 5-HT metabolism compared with mice treated with stress vehicle. These results suggested that compounds 5j and 5k displayed potent antidepressant-like properties that were mediated via neurochemical systems.

Highly enantioselective and efficient synthesis of flavanones including pinostrobin through the rhodium-catalyzed asymmetric 1,4-addition

An efficient synthesis of bioactive chiral flavanones (1) was achieved through the αh-catalyzed asymmetric 1,4-addition of arylboronic acid to chromone. The reaction in toluene proceeded smoothly at room temperature in the presence of 0.5% Rh catalyst with electron-poor chiral diphosphine MeO-F 12-BIPHEP. In this reaction, the 1,2-addition to (S)-1 frequently occurred to yield (2S,4α)-2,4-diaryl-4-chromanol as a byproduct, which could be reduced by changing the reaction solvent to CH2C 12 to deactivate the Rh catalyst (3% required).

CONVERSION OF 2'-HYDROXYCHALCONES TO FLAVANONES CATALYZED BY COBALT SHIFF BASE COMPLEX

Co(salpr) catalyzes the conversion of 2'-hydroxychalcones to flavanones in methanol under oxygen.Base catalysis by Co(salpr) (OH) produced in situ is responsible for the reaction, which is found to proceed reversibly.