928634-31-5Relevant academic research and scientific papers
Convenient synthesis of flavanone derivatives via oxa-Michael addition using catalytic amount of aqueous cesium fluoride
Miura, Motofumi,Shigematsu, Karin,Toriyama, Masaharu,Motohashi, Shigeyasu
supporting information, (2021/10/25)
A total of 36 flavanones, which included polycyclic aromatic and heterocyclic rings, were readily synthesized via oxa-Michael addition from the corresponding hydroxychalcones with a catalytic amount of aqueous cesium fluoride solution under mild conditions. This method could be applied to the scalable synthesis of eriodictyol as a known potent inhibitor of the SARS-CoV-2 spike protein.
Structural requirement of chalcones for the inhibitory activity of interleukin-5
Yang, Hyun-Mo,Shin, Hye-Rim,Cho, Soo-Hyun,Bang, Seong-Cheol,Song, Gyu-Yong,Ju, Jung-Hun,Kim, Mi-Kyeong,Lee, Seung-Ho,Ryu, Jae-Chun,Kim, Youngsoo,Jung, Sang-Hun
, p. 104 - 111 (2007/10/03)
Novel chalcones were found as potent inhibitors of interleukin (IL)-5. 1-(2-Benzyloxy-6-hydroxyphenyl)-3-(4-hydroxyphenyl)-2-propen-1-one (2b, 78.8% inhibition at 50 μM, IC50 = 25.3 μM) was initially identified as a potent inhibitor of IL-5. Th
Preparative monohydroxyflavanone syntheses and a protocol for gas chromatography-mass spectrometry analysis of monohydroxyflavanones
Kagawa, Hitoshi,Shigematsu, Asako,Ohta, Shigeru,Harigaya, Yoshihiro
, p. 547 - 554 (2007/10/03)
We describe a facile efficient, and preparative approach for monohydroxyflavanone syntheses. Using this protocol, a hydroxyl is regio-selectively introduced at one carbon of a flavanone A- or B-ring per synthesis. The seven possible isomers were each synthesized from the corresponding monomethoxymethoxylated 2′-hydroxychalcones in acidic solution. These monohydroxyflavanones were characterized using a gas chromatography-mass spectrometry (GC-MS) system that incorporated a DB-5 capillary column. Ours is the first report of a preparative synthetic method during which a single hydroxyl can be selectively added to a flavanone A- or B-ring at any position. We are also the first to develop a procedure that separates the seven isomers by GC and characterizes the mass spectra of the isomers. Both the synthetic method and the GC-MS conditions may become important tools during future flavanone metabolism and oxidation studies.
