84354-07-4Relevant academic research and scientific papers
Asymmetric pictet-spengler synthesis of tetrahydroisoquinolines. An enantioselective synthesis of (-)-laudanosine
Comins, Daniel L.,Badawi, Mohamed M.
, p. 2995 - 2996 (1991)
A chiral auxiliary mediated Pictet-Spengler reaction was utilized in a synthesis of the tetrahydroisoquinoline alkaloid, (-)-laudanosine.
Discovery and Mechanism of Action of Small Molecule Inhibitors of Ceramidases**
Arenz, Christoph,Basu, Shibom,Bechara, Cherine,Bossis, Guillaume,Cong, Xiaojing,Del Nero, Elise,Drapeau, Marion,Fontanel, Simon,Gabellier, Ludovic,Golebiowski, Jér?me,Granier, Sebastien,Healey, Robert D.,Hornemann, Thorsten,Jeannot, Sylvain,Karsai, Gergely,Leyrat, Cedric,Maurel, Damien,Saied, Essa M.,Saint-Paul, Julie
supporting information, (2021/12/09)
Sphingolipid metabolism is tightly controlled by enzymes to regulate essential processes in human physiology. The central metabolite is ceramide, a pro-apoptotic lipid catabolized by ceramidase enzymes to produce pro-proliferative sphingosine-1-phosphate. Alkaline ceramidases are transmembrane enzymes that recently attracted attention for drug development in fatty liver diseases. However, due to their hydrophobic nature, no specific small molecule inhibitors have been reported. We present the discovery and mechanism of action of the first drug-like inhibitors of alkaline ceramidase 3 (ACER3). In particular, we chemically engineered novel fluorescent ceramide substrates enabling screening of large compound libraries and characterized enzyme:inhibitor interactions using mass spectrometry and MD simulations. In addition to revealing a new paradigm for inhibition of lipid metabolising enzymes with non-lipidic small molecules, our data lay the ground for targeting ACER3 in drug discovery efforts.
First Carbamates Conversion to Amides by Simple Alkyl Group Transfer from Trialkylalanes
El Kaim, Laurent,Grimaud, Laurence,Lee, Anabelle,Perroux, Yannick,Tirla, Cornelia
, p. 381 - 383 (2007/10/03)
(Equation presented) N-Monosubstituted carbamates are cleanly converted to amides under treatment with trialkylaluminum. This reaction involves an aluminum-assisted internal delivery of alkyl groups. It can be applied to new and mild protecting group strategies for alcohols.
Synthesis and anti-trypanosomal activity of novel 5-nitro-2-furaldehyde and 5-nitrothiophene-2-carboxaldehyde semicarbazone derivatives
Cerecetto, Hugo,Di Maio, Rossanna,Ibarruri, Gerardo,Seoane, Gustavo,Denicola, Ana,Peluffo, Gonzalo,Quijano, Celia,Paulino, Margot
, p. 89 - 94 (2007/10/03)
Several novel semicarbazones derivatives were prepared from 5-nitro-2-furaldehyde or 5-nitrothiophene-2-carboxaldehyde, and tested in vitro as potential anti-trypanosomal agents. The compounds were prepared in good to excellent yields in 2-3 steps from readily available starting materials. Some derivatives were found to be active against Trypanosoma cruzi with an activity similar to that of Nifurtimox.
