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(Referência obtida automaticamente do Web of Science, por meio da informação sobre o financiamento pela FAPESP e o número do processo correspondente, incluída na publicação pelos autores.)

Structural characterization of LASSBio-1289: a new vasoactive N-methyl-N-acylhydrazone derivative

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Autor(es):
Pereira Sato, Juliana Alves [1] ; Costa, Fanny Nascimento [1] ; da Rocha, Miguel Divino [2, 3] ; Barreiro, Eliezer J. [2, 3] ; Manssour Fraga, Carlos Alberto [2, 3] ; Punzo, Francesco [4] ; Ferreira, Fabio Furlan [1]
Número total de Autores: 7
Afiliação do(s) autor(es):
[1] Fed Univ ABC UFABC, Ctr Nat & Human Sci CCNH, BR-09210580 Santo Andre, SP - Brazil
[2] Univ Fed Rio de Janeiro, Inst Biomed Sci, LASSBio, BR-21941902 Rio De Janeiro, RJ - Brazil
[3] Univ Fed Rio de Janeiro, Grad Program Chem, Inst Chem, BR-21941902 Rio De Janeiro, RJ - Brazil
[4] Univ Catania, Sez Chim, Dipartimento Sci Farm, I-95125 Catania - Italy
Número total de Afiliações: 4
Tipo de documento: Artigo Científico
Fonte: CrystEngComm; v. 17, n. 1, p. 165-173, 2015.
Citações Web of Science: 7
Resumo

LASSBio-1289 compound has been found to promote intense vasodilation and antihypertensive activity. It is an innovative compound, without structural similarities to the three main classes of calcium antagonists. (1,4-dihydropyridines, benzothiazepines and phenylalkylamines) commonly used. A complete knowledge of the structure, including stereochemistry, is essential to lead optimization in drug discovery. For this reason, in this work we determined the crystal structure of this novel vasoactive N-methyl-N-acylhydrazone derivative by means of X-ray powder diffraction data and an ab initio simulating annealing approach, allowing us to observe the relative configuration E of the imine double bond and its conformation as well as its most relevant intermolecular interactions. These findings were also checked by a FTIR analysis and confirmed in solution by NMR. The compound crystallized under a monoclinic crystal system with space group P2(1)/c and unit cell parameters a = 14.5118(3) angstrom, b = 12.1374(2) angstrom, c = 7.5498(1) angstrom, beta = 91.113(1)degrees, V = 1329.53(4) angstrom(3), Z = 4, Z' = 1 and rho(calc) = 1.44042(4) g cm(-3). Moreover, a crystal morphology prediction, experimentally compared with SEM inferred images, allowed a direct comparison of the microcrystalline habit and quality, allowing a study of the potential solvent effect on the crystal growth. (AU)

Processo FAPESP: 08/10537-3 - Estudo de polimorfos de fármacos cristalinos através da difração de raios X por policristais e do método de Rietveld
Beneficiário:Fabio Furlan Ferreira
Linha de fomento: Auxílio à Pesquisa - Apoio a Jovens Pesquisadores