78045-71-3Relevant academic research and scientific papers
Design, synthesis, and cholinesterase inhibition assay of liquiritigenin derivatives as anti-Alzheimer's activity
Guan, Liping,Jia, Jinjing,Jiang, Haiying,Peng, Dingxin,Zhang, Li
, (2021/10/01)
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
Zhen, Xing-Hua,Quan, Ying-Chun,Peng, Zhou,Han, Yan,Zheng, Zhou-Jun,Guan, Li-Ping
, p. 858 - 866 (2016/05/19)
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.
New Syntheses of Ovaliflavanone-A, Ovaliflavanone-B and Ovalichromene-B
Islam, Azizul,Gupta, Rajinder K.,Krishnamurti, M.
, p. 21 - 22 (2007/10/02)
Nuclear prenylation of 7-hydroxyflavanone using 2-methyl-but-3-en-2-ol in the presence of BF3-etherate yields ovaliflavanone-A (II), ovaliflavanone-B (V), 7-hydroxy-6-C-prenylflavanone (IV) and 7-(γ,γ-dimethylallyloxy)-flavanone (III).Nuclear prenylation of 7-hydroxy-3',4'-methylenedioxyflavanone has earlier been shown to yield four products, viz.XI, XII, XIII and XIV.One of them, viz. 7-hydroxy-3',4'-methylenedioxy-8-C-prenylflavanone (XIV) with DDQ furnishes ovalichromene-B (XV).Some of the prenylated compounds from the above flavanones when subjected to DDQ treatment furnish new chromenoflavanones, chromenoflavones and isolonchocarpin.
