10022-80-7Relevant articles and documents
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.
, 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
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.
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.