Abstract
STRUCTURE-ANTIOXIDANT ACTIVITY RELATIONSHIP IN A SERIES OF SCHIFF BASE COMPOUNDS DERIVED FROM META-DIAMINOBENZENE

Kodjo Charles Guillaume*, Ouattara Zana Adama, Yapi Acafou Thierry, Kangah Niameke Jean-Baptist, Kablan Richmond Jean-François, Konan Dibi Jacques , Kablan Ahmont Landry Claude and Ziao Nahosse

ABSTRACT

Structural modification of the compound 1, N,N'-bis(benzylidene)benzene-1,3-diamine, by substitution of hydrogen atoms with NO2 electro-attractor group in ortho, meta or para positions on the benzylidene nuclei, allowed to have a coherent positional isomer series named, compounds 2, 3 and 4. These four Schiff bases compounds have been characterized by conventional spectroscopic methods (NMR, IR and MS). Antioxidant screening carried out according to FRAP and DPPH methods revealed important antiradical properties for compounds 2 and 4 even at low concentrations. This study also revealed that, in this series, antioxidant activities were ranked in decreasing order: 4 > 2 > 1 > 3, whatever the method used. Therefore, both FRAP and DPPH methods agree that, from the compound 1, introduction of a nitro group in this structure in para position seemed to be the most sensitive position to increase the antioxidant activity of this phamacophore, whereas the meta position on benzylidene nuclei appeared to be unfavorable to the improvement of this biological activity.

Keywords: Schiff base, spectrometry, antioxidant activity; DPPH and FRAP methods.


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