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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.)

Crystallographic, DFT and docking (cathepsin B) studies on an organotellurium(IV) compound

Texto completo
Autor(es):
Caracelli, Ignez [1] ; Zukerman-Schpector, Julio [2] ; Madureira, Lucas Sousa [2] ; Maganhi, Stella H. [1] ; Stefani, Helio A. [3] ; Guadagnin, Rafael C. [4] ; Tiekink, Edward R. T. [5]
Número total de Autores: 7
Afiliação do(s) autor(es):
[1] Univ Fed Sao Carlos, BioMat, Dept Fis, CP 676, BR-13565905 Sao Carlos, SP - Brazil
[2] Univ Fed Sao Carlos, Lab Cristalog Estereodinam & Modelagem Mol, Dept Quim, CP 676, BR-13565905 Sao Carlos, SP - Brazil
[3] Univ Sao Paulo, Fac Ciencias Farmaceut, Dept Farm, Sao Paulo, SP - Brazil
[4] Univ Fed Sao Paulo, Inst & Ciencias Ambientais, Quim & Farmaceut, Diadema, SP - Brazil
[5] Sunway Univ, Fac Sci & Technol, Ctr Crystalline Mat, Bandar Sunway 47500, Selangor Darul - Malaysia
Número total de Afiliações: 5
Tipo de documento: Artigo Científico
Fonte: ZEITSCHRIFT FUR KRISTALLOGRAPHIE-CRYSTALLINE MATERIALS; v. 231, n. 6, p. 321-328, JUN 2016.
Citações Web of Science: 3
Resumo

Some biologically active organotellurium compounds exhibit inhibitory potency against cathepsin B. In this study, an alkyl derivative, viz. {[}CH3(CH2)(2)C(I) = C(H)](nBu)TeI2, 1, has been structurally characterised by X-ray crystallography and shown to be coordinated within a C2I2 donor set. When the stereochemically active lone pair of electrons is taken into account, a distorted trigonal bipyramidal geometry results with the iodide atoms in axial positions. Both intra-and inter-molecular Te center dot center dot center dot I interactions are also noted. If all interactions are considered, the coordination geometry is based on Psi-pentagonal bipyramidal geometry. An unusual feature of the structure is the curving of the functionalised C-5 chain. This feature has been explored by DFT methods and shown to arise as a result of close C-H center dot center dot center dot I interactions. A docking study (cathepsin B) was performed to understand the inhibition mechanism and to compare the new results with previous observations. Notably, 1 has the same pose exhibited by analogous biologically active compounds with aryl groups. Thus, the present study suggests that (alkyl)(2)TeX2 compounds should also be evaluated for biological activity. (AU)

Processo FAPESP: 12/00424-2 - Síntese de pequenas bibliotecas empregando organotrifluoroboratos de potássio em reações de Suzuki-Miyaura
Beneficiário:Helio Alexandre Stefani
Modalidade de apoio: Auxílio à Pesquisa - Temático
Processo FAPESP: 12/22524-9 - Síntese, caracterização e estudos de docking de sistemas de liberação controlada de fármacos e potenciais fármacos utilizando quitosana como carreador
Beneficiário:Stella Hernandez Maganhi
Modalidade de apoio: Bolsas no Brasil - Pós-Doutorado