10022-80-7Relevant academic research and scientific papers
1-Benzyl-1,2,3,4-Tetrahydro-β-Carboline as Channel Blocker of N-Methyl-d-Aspartate Receptors
Espinoza-Moraga, Marlene,Caballero, Julio,Gaube, Friedemann,Winckler, Thomas,Santos, Leonardo S.
experimental part, p. 594 - 599 (2012/06/29)
N-methyl-d-aspartate (NMDA) receptors belong to the family of ligand-gated ion channels and are important for synaptic plasticity and memory function. The NMDA receptor consists of a voltage-dependent channel permeable to Ca2+ and Na+/sup
Bioreduction of β-carboline imines to amines employing Saccharomyces bayanus
Espinoza-Moraga, Marlene,Petta, Tania,Vasquez-Vasquez, Marco,Laurie, V. Felipe,Moraes, Luis A.B.,Santos, Leonardo Silva
body text, p. 1988 - 1992 (2010/11/05)
β-Carboline imine reductions mediated by Saccharomyces bayanus have been described achieving moderate to good enantiomeric excesses of the amine products. The enantiomeric excesses of the bioreduction showed a dependence on the imine substituents. Compoun
Palladium asymmetric reduction of β-carboline imines mediated by chiral auxiliaries assisted by microwave irradiation
Espinoza-Moraga, Marlene,Caceres, Ana Gloria,Santos, Leonardo Silva
scheme or table, p. 7059 - 7061 (2010/02/28)
An alternative synthetic approach for the introduction of chirality in β-carboline moiety through in situ reduction of N-acyliminium ion intermediates generated from imine 2 and chloroformate of 8-phenylmenthyl as chiral auxiliary was achieved. The method applied microwave-assisted irradiation and used PdCl2/Et3SiH protocol as a mild reducing agent, which decreased reaction times to minutes when compared to the conventional thermal reactions. The diastereoselectivity (4-12:1) of the reduction produced R-amines, which were assigned after chiral auxiliary removal and spectroscopic data compared to products obtained from Noyori asymmetric hydrogenation catalyst.
Regioselective photo-oxidation of 1-benzyl-4,9-dihydro-3H-β-carbolines
Garcia, Marcos D.,Wilson, A. James,Emmerson, Daniel P. G.,Jenkins, Paul R.
, p. 2586 - 2588 (2008/03/31)
The synthesis of a series of β-carboline-based analogues of the natural product fascaplysin is presented; the compounds were produced using a novel photo-oxidation reaction of 1-benzyl-4,9-dihydro-3H-β-carbolines as the key step. The Royal Society of Chemistry 2006.
Synthesis, crystal structure and biological activity of β-carboline based selective CDK4-cyclin D1 inhibitors
Garcia, Marcos D.,Wilson, A. James,Emmerson, Daniel P.G.,Jenkins, Paul R.,Mahale, Sachin,Chaudhuri, Bhabatosh
, p. 4478 - 4484 (2008/09/19)
The design, synthesis and biological activity of a series of non-planar dihydro-β-carboline and β-carboline-based derivatives of the toxic anticancer agent fascaplysin is presented. We show these compounds to be selective inhibitors of CDK4 over CDK2 with an IC50 (CDK4-cyclin D1) = 11 mol for the best compound in the series 4d. The crystallographic analysis of some of the compounds synthesised (3b/d and 4a-d) was carried out, in an effort to estimate the structural similarities between the designed inhibitors and the model compound fascaplysin. The Royal Society of Chemistry.
(PhO)3P·Cl2-promoted bischler-napieralski-type cyclization: A mild access to β-carbolines
Spaggiari, Alberto,Davoli, Paolo,Blaszczak, Larry C.,Prati, Fabio
, p. 661 - 663 (2007/10/03)
A novel mild access to the β-carboline skeleton is described. The reaction is a Bischler-Napieralski-type cyclocondensation, promoted by (PhO)3P·Cl2, which is performed in dichloromethane at -30 °C. The products are easily obtained i
