Structural and spectroscopic characterization of epiisopiloturine-metal complexes, and anthelmintic activity vs . S. mansoni.

Autor: Portes, Marcelo Cecconi, De Moraes, Josué, Véras, Leiz Maria Costa, Leite, José Roberto, Mafud, Ana Carolina, Mascarenhas, Yvonne Primerano, Luz, Adamor Eleiel Virgino, De Lima, Filipe Camargo Dalmatti Alves, Do Nascimento, Rafael Rodrigues, Petrilli, Helena Maria, Pinto, Pedro Luiz Silva, Althoff, Gerhard, Ferreira, Ana Maria Da Costa
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Zdroj: Journal of Coordination Chemistry; May2016, Vol. 69 Issue 10, p1663-1683, 21p
Abstrakt: Epiisopiloturine (EPI), extracted from leaves ofPilocarpus microphyllus, a plant originally from the Amazon and Savanna regions in Brazil, was described as a potential drug against Schistosomiasis, a neglected severe disease. Herein, EPI was complexed with copper(II) or zinc(II) salts and the isolated species, [Cu(epi)4](ClO4)2(1) and [Zn(epi)2Cl2] (2), were structurally and spectroscopically characterized. By using X-ray diffraction, the crystal structures of both metal complexes were determined, indicating a square pyramidal geometry for copper for1and a tetrahedral environment around zinc for2. EPR spectra of1show a typical tetragonal environment around the central metal ion with some tetrahedral distortion, both in the solid state and in frozen acetonitrile solution, in accordance with crystallographic data. For2, NMR spectra have bands consistent with a tetrahedral species in solid state or in DMSO-d6solution. These spectroscopic characterization data were further supported by Density Functional Theory calculations, showing that these metal complexes are also stable in solution. Those metal complexes were tested against adult worms ofSchistosoma mansoni, in comparison to the free alkaloid as anthelmintic agent. Coordination with copper(II) improved the alkaloid schistosomicidal properties, while binding to zinc(II) decreased its activity. [ABSTRACT FROM AUTHOR]
Databáze: Complementary Index
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