TY - JOUR
T1 - Antipathogenic effects of structurally-related Schiff base derivatives
T2 - Structure-Activity relationship
AU - Hisaindee, Soleiman
AU - Al-Kaabi, Leena
AU - Ajeb, Suad
AU - Torky, Yaser
AU - Iratni, Rabah
AU - Saleh, Na'il
AU - AbuQamar, Synan F.
N1 - Funding Information:
The authors would like to thank Dr. Khaled El-Tarabily (Department of Biology, United Arab Emirates University) for providing the bacterial and fungal pathogens. N.S. and S.AQ. would like to acknowledge UAEU for their research support under the grant numbers 21S041 , 21S042 , respectively, within the framework of the National Research Foundation funding program (NRF), and the Interdisciplinary fund number 31S035 to S.AQ. S.H. would also like to thank the UAEU for their financial support under the Individual research grant number FOS/IRG_12/11.
Publisher Copyright:
© 2013.
PY - 2015
Y1 - 2015
N2 - Eighteen structurally-related Schiff base derivatives, which belong to salicylidenebenzylamine and 2-hydroxy-1-naphthylidenebenzylamine families were prepared and characterized by spectroscopic techniques. All the synthesized compounds were screened in vitro for their antibacterial and antifungal activities. Human pathogenic gram-negative (Escherichia coli, Proteus mirabilis, Pseudomonas aeruginosa and Serratia marcescens), gram-positive bacteria (Staphylococcus epidermidis, Staphylococcus aureus and Bacillus subtilis), and fungi (Alternaria alternata, Aspergillus niger, Penicillium roqueforti, and Saccharomyces cerevisiae) were evaluated based on their toxicity to different concentrations of Schiff base compounds. For assessment of toxicity to pathogens, a disc diffusion assay was used to test the antimicrobial properties. The results revealed some antimicrobial activities of some of the synthesized compounds. Among the tested pathogens, the synthesized salicylidinaniline derivatives show highly potent action towards Alternaria alternata. Interestingly, a compound which contains the -Cl group is only effective against gram negative bacteria, but not gram positive bacteria. No remarkable antibacterial or antifungal activities were observed in the presence of -CH3 or -Br group. Furthermore, most of the naphthalene-containing compounds show no growth retardation towards bacterial or fungal pathogens. On the other hand, the presence of -OH or -SH group at para or ortho position, respectively, on the aniline site is correlated with an increased inhibitory drug effect on all pathogens. The importance of our findings to the drug research and developments is discussed in the context of finding a correlation between the structural properties of the new drugs and their biological activities.
AB - Eighteen structurally-related Schiff base derivatives, which belong to salicylidenebenzylamine and 2-hydroxy-1-naphthylidenebenzylamine families were prepared and characterized by spectroscopic techniques. All the synthesized compounds were screened in vitro for their antibacterial and antifungal activities. Human pathogenic gram-negative (Escherichia coli, Proteus mirabilis, Pseudomonas aeruginosa and Serratia marcescens), gram-positive bacteria (Staphylococcus epidermidis, Staphylococcus aureus and Bacillus subtilis), and fungi (Alternaria alternata, Aspergillus niger, Penicillium roqueforti, and Saccharomyces cerevisiae) were evaluated based on their toxicity to different concentrations of Schiff base compounds. For assessment of toxicity to pathogens, a disc diffusion assay was used to test the antimicrobial properties. The results revealed some antimicrobial activities of some of the synthesized compounds. Among the tested pathogens, the synthesized salicylidinaniline derivatives show highly potent action towards Alternaria alternata. Interestingly, a compound which contains the -Cl group is only effective against gram negative bacteria, but not gram positive bacteria. No remarkable antibacterial or antifungal activities were observed in the presence of -CH3 or -Br group. Furthermore, most of the naphthalene-containing compounds show no growth retardation towards bacterial or fungal pathogens. On the other hand, the presence of -OH or -SH group at para or ortho position, respectively, on the aniline site is correlated with an increased inhibitory drug effect on all pathogens. The importance of our findings to the drug research and developments is discussed in the context of finding a correlation between the structural properties of the new drugs and their biological activities.
KW - 2-Hydroxy-1-naphthylidenebenzylamine
KW - Antibacterial activity
KW - Antifungal activity
KW - Disc diffusion
KW - Salicylidenebenzylamine
KW - Schiff base
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U2 - 10.1016/j.arabjc.2013.03.013
DO - 10.1016/j.arabjc.2013.03.013
M3 - Article
AN - SCOPUS:85027953209
SN - 1878-5352
VL - 8
SP - 828
EP - 836
JO - Arabian Journal of Chemistry
JF - Arabian Journal of Chemistry
IS - 6
ER -