334701-04-1Relevant academic research and scientific papers
Molecular docking and panicolytic effect of 8-prenylnaringenin in the elevated T-maze
Bagatin, Mariane Cristovo,Tozatti, Camila Santos Suniga,Abiko, Layara Akemi,Dos Santos Yamazaki, Diego Alberto,Silva, Priscila Rebeca Alves,Perego, Leonardo Martins,Audi, Elisabeth Aparecida,Seixas, Flavio Augusto Vicente,Basso, Ernani Abicht,De Freitas Gauze, Gisele
, p. 1231 - 1237 (2014)
The purpose of this study was to investigate the effects of the chronic administration of a racemic mixture of 8-prenylnaringenin (8-PN) on rats submitted to the elevated T-maze (ETM) model of generalized anxiety and panic disorders. The selective serotonin (SERT) reuptake inhibitor fluoxetine was used as a positive control. Rat locomotion was assessed in a circular arena following each drug treatment. The administration of racemic 8-PN for 21 d in rats increased one-way escape latencies from the ETM open arm, indicating a panicolytic effect. To evaluate the interactions of 8-PN with monoamine transporters, a docking study was performed for both the R and S configurations of 8-PN towards SERT, norepinephrine (NET) and dopamine transporters (DAT). The application of the docking protocol showed that (R)-8-PN provides greater affinity to all transporters than does the S enantiomer. This result suggests that enantiomer (R)-8-PN is the active form in the in vivo test of the racemic mixture.
Synthesis of xanthohumol and xanthohumol-d3from naringenin
Andrusiak, Joanna,Mylkie, Kinga,Wysocka, Ma?gorzata,?cianowski, Jacek,Wolan, Andrzej,Budny, Marcin
, p. 28934 - 28939 (2021/09/22)
A six-step synthesis of xanthohumol (1a) and its d3-derivative (1b) from easily accessible naringenin is reported. The prenyl side chain was introduced by Mitsunobu reaction followed by the europium-catalyzed Claisen rearrangement and base-mediated opening of chromanone gave access to an α,β-conjugated ketone system. Compound1bwas used as an internal standard in stable isotope dilution assays of1ain two Polish beers.
Use of 8-Prenylnaringenin for hormone replacement therapy
-
Page/Page column 5, (2008/06/13)
The invention provides a production method for the phytoestrogen 8-Prenylnaringenin, the preparation produced by this method and the use of 8-Prenylnaringenin for the production of a medicament for the prevention and treatment of hormone-dependent osteopo
An efficient synthesis of the potent phytoestrogens 8-prenylnaringenin and 6-(1,1-dimethylallyl)naringenin by europium(III)-catalyzed Claisen rearrangement
Gester, Sven,Metz, Peter,Zierau, Oliver,Vollmer, Günter
, p. 1015 - 1018 (2007/10/03)
Starting from commercially available naringenin (3), the flavanoids 8-prenylnaringenin (1) and 6-(1,1-dimethylallyl)naringenin (2) have been prepared in racemic form using prenyl ether 5 as a general intermediate. While a domino Claisen-Cope rearrangement of 5 was the key step in the synthesis of 1, the cytotoxic compound 2 was additionally secured via a europium(III)-catalyzed Claisen rearrangement of 5 at low temperature. Both 1 and 2 display strong estrogenic activities.
