Evaluation of complex formation between 5-nitrothiophene-thiosemibazonic derivatives with β-cyclodextrin free and chemically linked to the glassy carbon electrode.

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  • Presentation type: Exposição de Pôster
  • Track: Eletroquímica e Eletroanalítica - ELE
  • Keywords: Cyclodextrin; Electrochemical; Nitrocompounds;
  • 1 UFAL

Evaluation of complex formation between 5-nitrothiophene-thiosemibazonic derivatives with β-cyclodextrin free and chemically linked to the glassy carbon electrode.

Renata Costa dos Santos

UFAL

Abstract

The planning and development of new therapeutic agents, nitroheterocyclic compounds are of great importance, enabling the introduction of various substituent radicals, which gives the compounds different activities and properties, both chemical and biological. Its bioreduction mechanism can be reproduced in electroanalytical cells and identified via electrochemical methods. A characteristic common to many nitrocomposites (such as those under study) is the low solubility in water, which justifies its association with versatile substances such as cyclodextrin, which can form inclusion complexes with a variety of molecules1. In the present study, an amino β-cyclodextrin graft was performed on glassy carbon electrodes, through the amine electrooxidation, without the need for additional ligands or intermediates2; then, the formation of inclusion complexes between 5-nitrothiophene-thiosemibazonic derivatives (LNN) and β-cyclodextrin was evaluated using Differential Pulse Voltammetry (VPD). The electrochemical system was composed of 3 electrodes, Ag / AgCl / Cl-saturated (reference), platinum (auxiliary), glassy carbon (CV) with immobilized β-cyclodextrin amino (work), in buffered medium pH 7.00 with ethanol as co-solvent. UV-Vis studies were also carried out in an aqueous medium containing 5% –ethanol, varying the concentration of β-Cyclodextrin. The CV-amino-β-cyclodextrin platform made it possible to analyze the interaction of 5-nitrothiophene-thiosemibazonic derivatives with β-CD, which was identified by linearly increasing the peak current of the analyte as a function of the increase in the concentration of the same until the saturation point between the substances and the β-CD immobilized on the electrode surface and it was possible to calculate the equilibrium constant between the studied derivatives and the cyclodextrin with values ​​from 5,87x104 L.mol-1 for LNN01, 2,199x105 L.mol-1 for LNN03 and 7,61x105 L.mol-1 for LNN05. By spectrophotometric methods, the calculated average constants were 2,107x10L.mol-1  for LNN01, 2,174x106 L.mol-1 for LNN03 and 2,223x10L.mol-1 . Both constants demonstrate good formation of the complexes among the LNN: β-CD.

Cyclodextrin is already considered a pharmaceutical excipient, used in drugs, so its good results via electrochemistry with the studied derivatives are quite hopeful in a future association and development of a drug

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