13397-02-9Relevant academic research and scientific papers
Microwave-assisted amidation of arylacetic acids by reaction with 2-aryl-ethylamines
Gruen, Alajos,Milen, Matyas,Foeldesi, Tamas,Abranyi-Balogh, Peter,Drahos, Laszlo,Keglevich, Gyoergy
, p. 1491 - 1498 (2013/05/21)
Twenty-five amides were synthesized in almost quantitative yields by microwaveassisted condensation of arylacetic acids and 2-aryl-ethylamines under solventless conditions. The N-arylethyl-arylacetylamides are intermediates of the corresponding isoquinoli
A new class of selective and potent 7-dehydrocholesterol reductase inhibitors
Horling, Aline,Müller, Christoph,Barthel, Richard,Bracher, Franz,Imming, Peter
supporting information, p. 7614 - 7622 (2012/11/07)
We prepared a number of N-phenethyltetrahydroisoquinolines structurally related to protoberberines. They were tested for activity against bacteria, fungi, and human leukemia HL-60 cells and also for inhibition of biosynthesis: ergosterol in yeasts and cholesterol in human cells. In the latter assay panel, several of the compounds were distinguished by a strong and selective inhibition of 7-dehydrocholesterol reductase (7-DHCR, EC 1.3.1.21), an enzyme responsible for the conversion of 7-dehydrocholesterol to cholesterol in the last step of cholesterol biosynthesis. In a whole-cell assay, the most active compound 5f showed a much stronger inhibition of overall cholesterol biosynthesis (IC 50 2.3 nM) than BM 15.766 (IC50 500 nM), presently the most selective known inhibitor of 7-DHCR. Since a defect of 7-dehydrocholesterol reductase is associated with Smith-Lemli-Opitz syndrome (SLOS), the potent and selective inhibitors reported here will enable more detailed investigation of the pathogenesis of SLOS.
