79341-69-8Relevant academic research and scientific papers
The occurrence of phenylpyruvic acid in woody plants: Biosynthetic significance
Marais, Charlene,Steenkamp, Jacobus A.,Ferreira, Daneel
, p. 5763 - 5764 (1996)
The leaves and stems of Aspalathus linearis, a member of the Fabaceae, contains (Z)-3-phenyl-2-β-D-glucopyranosyloxypropenoic acid, an enolic glucoside of phenylpyruvic acid which is of relevance to the shikimic acid pathway.
Stereoselective Synthesis of Quaternary Pyrrolidine-2,3-diones and β-Amino Acids
Shymanska, Nataliia V.,Pierce, Joshua G.
supporting information, p. 2961 - 2964 (2017/06/07)
A facile, diastereoselective synthesis of highly substituted pyrrolidine-2,3-diones is reported, along with the one-step conversion of these heterocycles to novel β-amino acids and further functionalized derivatives. This method involves an unusually mild, one-pot, three-component cyclization/allylation followed by a Claisen rearrangement to provide unusual pyrrolidinone products that are densely functionalized and contain an all-carbon quaternary stereocenter. The reported reaction sequence is operationally simple, exquisitely diastereoselective, and provides gram-scale access to valuable heterocyclic scaffolds and β-amino acids not readily accessible via existing approaches.
New 3- and 4-hydroxyfuranones as anti-oxidants and anti-inflammatory agents
Weber, Valerie,Rubat, Catherine,Duroux, Eliane,Lartigue, Claire,Madesclaire, Michel,Coudert, Pascal
, p. 4552 - 4564 (2007/10/03)
Two series of new furanones substituted by methylsulfonylphenyl or methylsulfamidophenyl moieties were found to protect against oxidation damage by inhibiting or quenching free radicals and reactive oxygen species in in vitro experiments. The effect on lipid peroxidation was also examined. In addition, we investigated the activity of products in two models of inflammation: phorbol ester-induced ear edema in mice and carrageenan-induced paw edema in rat. The most powerful compounds and with reducing activity against DPPH (IC50 = 1779 and 57 μM, respectively), superoxide anion quenching capacity (IC50 = 511 and 49 μM, respectively), lipid peroxidation inhibitory effect and anti-inflammatory properties (about 50-65% inhibition of edema at 200 mg/kg ip in both tests used) were selected for further pharmacological and toxicological tests because of their attractive profile for the treatment of inflammatory diseases.
Occurrence of phenylpyruvic acid in woody plants: Biosynthetic significance and synthesis of an enolic glucoside derivative
Marais, Charlene,Steenkamp, Jacobus A.,Ferreira, Daneel
, p. 2915 - 2918 (2007/10/03)
The leaves and stems of Aspalathus linear is, a member of the Fabaceae, contains (Z)-2-(β-D-glucopyranosyloxy)-3-phenylpropenoic acid 1, an enolic glucoside of phenylpyruvic acid, representing the first unequivocal evidence for the latter's presence in woody plants. The synthesis of a derivative 2 of the natural product, and of related regiomeric and geometrical isomers 3,4 and 5, and the biosynthetic significance in relation to the shikimic acid pathway are discussed.
