SYNTHESIS, CHARACTERIZATION AND STUDY OF ANTIOXIDANT ACTIVITY OF Cu(II)-SALICYLALDEHYDE DINITROPHENYLHYDRAZINE AND Cu(II)-VANILLIN DINITROPHENYLHYDRAZINE

• Main Author: NURWAHYU BIMA (NIM:20517015), DAMAR
• Format: Theses
• Language: Indonesia
• Online Access: https://digilib.itb.ac.id/gdl/view/26347
• Institution: Institut Teknologi Bandung

The transition metal complexes with Schiff base ligands have been synthesized and their <br /> <br /> <br /> <br /> bioactivity was studied, one of them was antioxidant activity properties. In this study two <br /> <br /> <br /> <br /> Schiff base ligands have been synthesized, they were salicylaldehyde-dinitrophenylhydrazine <br /> <br /> <br /> <br /> (SDPH) and vanillin-dinitrophenylhydrazine (VDPH). SDPH ligand were synthesized from <br /> <br /> <br /> <br /> salicylaldehyde and 2,4-dinitrophenylhydrazine precursors, while VDPH ligand were <br /> <br /> <br /> <br /> synthesized from o-vanillin and 2,4-dinitrophenylhydrazine. Both ligands are synthesized <br /> <br /> <br /> <br /> through a condensation reaction between precursors at a temperature of 50ºC and a mole ratio <br /> <br /> <br /> <br /> of 1:1. The IR spectrum measurement results indicate the vibration peak of the imine <br /> <br /> <br /> <br /> functional group (–C=N) at a wave number of about 1620 cm-1, which is a specific functional <br /> <br /> <br /> <br /> group of the Schiff base ligand. The structure of the two ligands have been determined based <br /> <br /> <br /> <br /> on 1H-NMR and 13C-NMR spectrum. Both ligands have the potential as a bidentate ligands, <br /> <br /> <br /> <br /> which have been used to produce Cu(II) complexes. The Cu(II) complex is reacted with each <br /> <br /> <br /> <br /> ligand using a 1:2 mole ratio. Elemental analysis results of the Cu(II) complex with the two <br /> <br /> <br /> <br /> ligands produce a complex with the chemical formula C26H18N8O10Cu (Cu (II) -SDPH, Mr = <br /> <br /> <br /> <br /> 667.37 g / mol) and C28H22N8O12Cu (Cu(II)-VDPH, Mr = 727.37 g / mol) The coordination <br /> <br /> <br /> <br /> bond between Cu(II) ions and SDPH or VDPH ligands was indicated by a shift in wave <br /> <br /> <br /> <br /> numbers in the imine functional group, which was found in SDPH and VDPH ligands. <br /> <br /> <br /> <br /> Among the two Cu(II) complexes, the Cu(II)-VDPH complex is a new complex. The two <br /> <br /> <br /> <br /> complexes are paramagnetic, with the value of the moment of magnetic spin only at 1.92 BM <br /> <br /> <br /> <br /> for Cu(II)-SDPH and 1.86 for Cu(II)-VDPH. Antioxidant activity properties test using DPPH <br /> <br /> <br /> <br /> (2,2-diphenylpikrilhidrazine) reagent obtained IC50 value of Cu(II)-SDPH complex of 0,093 <br /> <br /> <br /> <br /> mM, while IC50 of Cu(II)-VDPH complex was 0,083 mM. The IC50 values of the Cu(II) - <br /> <br /> <br /> <br /> SDPH and Cu(II) -VDPH complexes were better than their ligands.