Publicaciones 2011-2020

@article{RN128,
title = {Design, Synthesis, Binding and Docking-Based 3d-Qsar Studies of 2-Pyridylbenzimidazoles-a New Family of High Affinity Cb1 Cannabinoid Ligands},
author = { J.A. Mella-Raipan and C.F. Lagos and G. Recabarren-Gajardo and C. Espinosa-Bustos and J. Romero-Parra and H. Pessoa-Mahana and P. Iturriaga-Vasquez and C.D. Pessoa-Mahana},
url = {/brokenurl#<Go to ISI>://WOS:000318020100024},
doi = {10.3390/molecules18043972},
issn = {1420-3049},
year = {2013},
date = {2013-01-01},
journal = {Molecules},
volume = {18},
number = {4},
pages = {3972-4001},
abstract = {A series of novel 2-pyridylbenzimidazole derivatives was rationally designed and synthesized based on our previous studies on benzimidazole 14, a CB1 agonist used as a template for optimization. In the present series, 21 compounds displayed high affinities with K-i values in the nanomolar range. JM-39 (compound 39) was the most active of the series (K-iCB1 = 0.53 nM), while compounds 31 and 44 exhibited similar affinities to WIN 55212-2. CoMFA analysis was performed based on the biological data obtained and resulted in a statistically significant CoMFA model with high predictive value (q(2) = 0.710, r(2) = 0.998, r(pred)(2) = 0.823).},
keywords = {agonists, analogs, analysis, binding, cannabinoid, cb1 comfa derivatives, docking, molecular-field pharmacology, protease receptor, series, system},
pubstate = {published},
tppubtype = {article}
}

@article{RN130,
title = {Neonicotinic Analogues: Selective Antagonists for Alpha 4 Beta 2 Nicotinic Acetylcholine Receptors},
author = { M. Faundez-Parraguez and N. Farias-Rabelo and J.P. Gonz\'{a}lez-Gutierrez and A. Etcheverry-Berrios and J. Alzate-Morales and F. Adasme-Carreno and R. Varas and I. Bermudez and P. Iturriaga-Vasquez},
url = {/brokenurl#<Go to ISI>://WOS:000318318700003},
doi = {10.1016/j.bmc.2013.03.024},
issn = {0968-0896},
year = {2013},
date = {2013-01-01},
journal = {Bioorganic & Medicinal Chemistry},
volume = {21},
number = {10},
pages = {2687-2694},
publisher = {2013 Elsevier Ltd.},
abstract = {Nicotine is an agonist of nicotinic acetylcholine receptors (nAChRs) that has been extensively used as a template for the synthesis of alpha 4 beta 2-preferring nAChRs. Here, we used the N-methyl-pyrrolidine moiety of nicotine to design and synthesise novel alpha 4 beta 2-preferring neonicotinic ligands. We increased the distance between the basic nitrogen and aromatic group of nicotine by introducing an ester functionality that also mimics acetylcholine (Fig. 2). Additionally, we introduced a benzyloxy group linked to the benzoyl moiety. Although the neonicotinic compounds fully inhibited binding of both [alpha-I-125]bungarotoxin to human alpha 7 nAChRs and [H-3]cytisine to human alpha 4 beta 2 nAChRs, they were markedly more potent at displacing radioligand binding to human alpha 4 beta 2 nAChRs than to alpha 7 nAChRs. Functional assays showed that the neonicotinic compounds behave as antagonists at alpha 4 beta 2 and alpha 4 beta 2 alpha 5 nAChRs. Substitutions on the aromatic ring of the compounds produced compounds that displayed marked selectivity for alpha 4 beta 2 or alpha 4 beta 2 alpha 5 nAChRs. Docking of the compounds on homology models of the agonist binding site at the alpha 4/beta 2 subunit interfaces of alpha 4 beta 2 nAChRs suggested the compounds inhibit function of this nAChR type by binding the agonist binding site.},
keywords = {agonists, and antagonism, beta-2 binding, cytisine, docking functional modulators, nicotinic receptors, relationships, sensitivity, structure-activity subunit},
pubstate = {published},
tppubtype = {article}
}

@article{RN14g,
title = {Crystal Structure of (1r,5s)-9-Nitro-1,2,3,4,5,6-Hexahydro-1,5-Methanopyrido[1,2-a][1,5] Diazocin-8-One (9-Nitrocytisine), C11h13o3n3},
author = {A. Gald\'{a}mez and M. Gutierrez-Hernandez and B.K. Cassels and P. Saez-Briones},
url = {/brokenurl#<Go to ISI>://WOS:000290700500016},
doi = {10.4067/S0717-97072011000100016},
issn = {0717-9324},
year = {2011},
date = {2011-01-01},
journal = {Journal of the Chilean Chemical Society},
volume = {56},
number = {1},
pages = {595-597},
abstract = {The title compound (1, trivial name: 9 (or 3)-nitrocytisine) crystallizes with two independent molecules in the asymmetric unit. In its structure two rings form a bispidine framework that is fused to a 3-nitro-2-pyridone group. The half-normal probability plot reveals that the two molecules do not show any significant geometrical differences, except in conformations of the nitro-group, which is involved in intermolecular interactions. The crystal packing structure of the title compound is described in terms of three-dimensional supramolecular arrays built up from chains of N-H center dot center dot center dot O (nitro-group), hydrogen bonds and weak intermolecular C-H center dot center dot center dot O=C interactions, with graph-set descriptors C-2(2)(6) and C-2(2)(10) motifs, which together result in R-4(4)(26) rings motifs. These chains are additionally stabilized by intermolecular NO2.pi interactions.},
keywords = {agonists, alpha-4-beta-2, crystal cytisine cytisinoid, derivatives, design diffraction, halogenated hydrogen-bond, in-vivo, nicotinic patterns, smoking-cessation, structure, therapeutic-efficacy, x-ray},
pubstate = {published},
tppubtype = {article}
}