3516-95-8Relevant articles and documents
Phenolic compounds from Peperomia obtusifolia
Tanaka, Toshiyuki,Asai, Fujio,Iinuma, Munekazu
, p. 229 - 232 (1998)
From the aerial parts of Pepermia obtusifolia, five phenolic compounds bearing a methyl, an isoprenyl and a geranyl group on a benzene ring core have been isolated. The structures were determined by the spectroscopic analysis including 2D NMR techniques and synthesis.
Solid-phase synthesis of β-mono-substituted ketones and an application to the synthesis of a library of phlorizin derivatives
Tanaka, Hiroshi,Zenkoh, Tatsuya,Setoi, Hiroyuki,Takahashi, Takashi
, p. 1427 - 1430 (2002)
We describe a novel reaction sequence for the solid-phase synthesis of β-mono-substituted ketones. The methodology involves an aldol condensation reaction, followed by reduction of the resultant double bond and allows the introduction of a range of alkyl chains to solid-linked ketones at α position. Using the methodology we accomplished the synthesis of phlorizin library of 132 compounds using 43 aldehydes and four glycosyl bromides.
Synthesis and biological activity of (±)-7,3′,4′-trihydroxyhomoisoflavan and its analogs
Noshita, Toshiro,Fujita, Kentaro,Koga, Takeru,Ouchi, Hidekazu,Tai, Akihiro
, (2020/11/13)
Acetylcholinesterase (AChE) inhibitors and neurite outgrowth promoters are thought to alleviate the symptoms of degenerative brain disorders, such as Alzheimer's disease. We designed and synthesized a series of homoisoflavonoids based on the structure of natural homoisoflavan isolated from Dracaena cambodiana dragon's blood. The homoisoflavonoids were then evaluated as AChE inhibitors and neurite outgrowth promoters. The catechol structure of the homoisoflavan B rings was important for AChE inhibition, and some of the homoisoflavonoids significantly promoted neurite outgrowth induced by nerve growth factor (NGF).
Transfer Hydrogenation of Flavanones and ortho-Hydroxychalcones to 1,3-Diarylpropanols Catalyzed by CNN Pincer Ruthenium Complexes
Soto, Martín,Gotor-Fernández, Vicente,Rodríguez-Solla, Humberto,Baratta, Walter
, p. 2152 - 2157 (2021/03/03)
The transfer hydrogenation of flavanones and ortho-hydroxychalcones catalyzed by ruthenium pincer complexes RuCl(CNNPh)(disphosphine) has allowed the synthesis of ortho-hydroxy 1,3-diarypropanols in 80–88 % yield, under mild reaction conditions and short reaction times (1 h) in 2-propanol. The amount of the co-catalyst NaOiPr has been found crucial for the selective reduction of flavanones to ortho-hydroxy 1,3-diarypropanols vs. flavan-4-ols. Preliminary results show that with pincer catalysts bearing (S,R)-Josiphos, flavanone is reduced to the corresponding (S)-alcohol in moderate conversion (36 %) and up to 92 % ee.