Synthesis and Biological Activity of Some Schiff Bases from Phthalimides

Abstract

An innovative protocol to the synthesis of this material emerged on exploring the potential of the various form of N-aminophthalimides on its reaction with a number of aromatic aldehydes. New series of biologically active substituted Schiff bases with general formula, R1N=CHR2 where R1 = 3-nitro-N-aminophthalimide, 3-bromo-N-aminophthalimide, 4-nitro-N-aminophthalimide, 4-bromo-N-aminophthalimide, R2 =2, 6-dichlorobenzaldehyde, o-anisaldehyde and o-vanillin were synthesized by the reaction of substituted N-aminophthalimides and substituted aldehydes in ethanol. Moreover N-aminophthalimides (50-70% yield) were synthesized by reactions of corresponding phthalimides and hydrazine hydrate. Such compounds were characterized by different physico-chemical techniques like, melting point, elemental analysis, multinuclear NMR (1H, 13C).The synthesized compounds were screened for antibacterial and antifungal activities. The explorations of the biological properties of the compounds are mentioned in this paper.

Synthesis of Phthalimide Imine Derivatives as a Potential Anticancer Agent

“…e nitrogen atom of imine (-C�N-) Schiff base group is thought to involve in hydrogen bonding with several cellular constituents [15] which can modulate activities and processes. Published data have indicated the promising avenues explored to date for hybridized phthalimide-Schiff base structures [11,14,16,17]. However, the complex multistep synthesis procedures, along with the low yield and high cost, are recognized as challenging factors [18,19].…”

“…In addition, different biological effects were observed in response to varying structures [20]. In this work, we aim to exploit both of phthalimide ring and Schiff base biological potentials into designing various hybridized structures, while innovatively altering attached functional groups in terms of types and positions, in relation to commonly tested derivatives [11,12,17,21]. A total of 16 compounds were synthesized using one-step N-aminophthalimide hybridization with functionalized aldehydes.…”