Quantitative structure–activity relationship of hydroxyl‐substituent Schiff bases in radical‐induced hemolysis of human erythrocytes

Abstract

The major objective of this work was to explore the quantitative structure-activity relationship (QSAR) of hydroxyl-substituent Schiff bases in protecting human erythrocytes against 2,2'-azobis(2-amidinopropane hydrochloride) (AAPH)- induced hemolysis, in which 10 Schiff bases including 4-phenyliminomethylphenol (PIH); 4-((4-hydroxybenzylidene) amino)phenol (PAH); 2-methoxy-4-((4-hydroxyphenylimino)methyl)phenol (PMH); 4-((furan-2-ylmethylene)amino) phenol (FAH); 4-((4-N,N-dimethylaminobenzylidene)amino)phenol (PDH); 2-((4-N,N-dimethylaminobenzylidene)amino) phenol (ODH); 2-(naphthalene-1-yliminomethyl)phenol (NAH); 2-(benzyliminomethyl)phenol (BPH); 1,4-di((2-hydroxyphenylimino) methyl)benzene (DOH); 1,4-di((4-hydroxyphenylimino)methyl)benzene DPH, were available for this in vitro experimental system. The results revealed that the radical-scavenging activity of the --OH attached to the para position of methylene in Schiff base was much lower than that attached to the ortho position of the N atom. The large conjugate system and low steric hindrance in the framework of Schiff base benefit the Schiff base to trap radicals. Meanwhile, since a Schiff base, even without any substituent, can also play an antioxidative role in this experimental system, the QSAR results suggest that hydroxyl-substituent Schiff bases are potential drugs in the treatment of radical-related diseases, and provide more information for designing novel drugs.

Biological Applications of Tryptamine Schiff Base Derivatives

“…This difference has brought remarkable change in the compound's properties and increased it biological significance. It therefore appeal that in drugs design and development consideration to the ortho and para substitution of aromatic Schiff base compounds are highly advised and agreed with the finding of [21]. A. Bactericidal Property Assessing the bactericidal property of the synthesized Schiff bases, the smallest concentration that inhibited the enzymatic activity of life cells in the presence of resazurin was determined by microdilution method and compared with standard drugs streptomycin and nalidixic acid ran together.…”

Biological Applications of Tryptamine Schiff Base Derivatives

“…This difference has brought remarkable change in the compound's properties and increased it biological significance. It therefore appeal that in drugs design and development consideration to the ortho and para substitution of aromatic Schiff base compounds are highly advised and agreed with the finding of [21]. …”

Synthesis, characterization, and evaluation of antioxidant activity of new - and -imino esters

“…There are many reports in the literature concerning the antioxidant activity of different Schiff bases. 22 DPPH is used as a free radical to evaluate the antioxidative activity of some natural and synthetic sources. The scavenging of the stable DPPH radical model is a widely used method to evaluate antioxidant activities in a relatively short time compared with other methods.…”