Synthesis, antimicrobial, antioxidant activities and BSA binding properties of some new Schiff’s bases derived from benzylamine.

Abstract

The synthesis of Schiff’s bases derived from benzylamine and eight different aldehydes has been performed in absolute ethanol as a solvent. Bearing in mind that Schiff's bases are compounds with the wide range of biological activities, such as antifungal, antibacterial, anti-malarial, antiproliferative, anti-inflammatory and antipyretic [1], in this study, we presented the synthesis and characterization of eight novel imines and their antimicrobial and antioxidant activities. The required Schiff's bases were obtained in good yields. Antimicrobial and antioxidant assays of tested compounds showed potent antifungal activity, especially with compounds which incorporate quinoline or pyridine moieties. Those compounds have a better activity then standard drug Ketoconazole against Penicillium italicum. As the effectiveness of a potential drug depends on its ability to bind to a protein carrier and to be transported in bloodstream, the investigation of binding affinity of the most active imine to bovine serum albumin (BSA) was performed. Binding parameters as Ksv, Ka, kq and n are calculated [2] and obtained values are in the favorable range which indicates the strong binding of examined compound to BSA.