Antipathogenic effects of structurally-related Schiff base derivatives: Structure–activity relationship

Hisaindee, Soleiman; Al-Kaabi, Leena; Ajeb, Suad; Torky, Yaser; Iratni, Rabah; Saleh, Na’il; AbuQamar, Synan F.

doi:10.1016/j.arabjc.2013.03.013

Cited by 24 publications

(11 citation statements)

References 43 publications

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“…2) was observed as the most successful among all the Schiff bases and was active against all the tested bacterial strains ( Table 3 and 4). This result supports the findings done by S. Hisaindee et al, whose research demonstrate the broad-spectrum inhibitory activity of Schiff base compounds containing hydroxyl group against microorganisms 13 . Hence it is worth to compare the observation made by Mr. Soleiman Hisaindee and co workers; that a structurally similar Schiff base derived from 2-hydroxy naphthaldehyde (compound number 10) was inactive against E. coli 13 .…”

Section: Fig 5: Interactions Of L3 (A) With P55blk Kinase Proteinsupporting

confidence: 82%

“…Functional groups in these moieties are designed in such a way that molecules should contain an activating group (-OH, -OCH 3 ) and a deactivating group (-NO 2 ) to evaluate the consequences of these groups in different positions. In L3 (b), as the nitro group is at the para position of amine precursor; it is expected to have more control on the basicity of the imine nitrogen 13 . Where as in L3 (a) and L3 (d), this nitro group is at the meta position which have comparatively lesser effect on the imine nitrogen.…”

Section: Resultsmentioning

confidence: 99%

“…This mixture was refluxed for 3 -4 hrs. The resulting precipitates were filtered, washed with cold ethanol and dried over vacuum to give orange to yellow coloured products 13 .…”

Section: Methodsmentioning

confidence: 99%

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2018

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Antibacterial activities, molecular docking and DNA cleavage activities of five structurally related Schiff bases [L3 (a), L3 (b), L3 (c) L3 (d) and L3 (e)] were performed and their structure activity relationship was studied. Antibacterial activities of these compounds against gram-negative and gram-positive bacteria were evaluated by using well diffusion method and the compound L3 (c); 1-[(E)-(4-hydroxyphenyl) iminomethyl] naphthalene-2-ol which carries two hydroxyl functional groups was observed as one of the most dynamic antibacterial agents. Docking interactions against p55blk kinase protein were investigated. The compound L3 (a); 1-[(E)-(3-nitrophenyl)iminomethyl]naphthalene-2-ol exhibited good docking proficiency with 24 interactions based on statistical potentials and the compound L3 (d); (E)-1-(2-methoxy-1-naphthyl)-N-(3-nitro phenyl) methanimine showed significant docking interaction based on hydrogen bonding. DNA cleavage efficiency of all the Schiff bases was investigated using Lambda DNA by gel electrophoresis method.

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Section: Fig 5: Interactions Of L3 (A) With P55blk Kinase Proteinsupporting

confidence: 82%

Section: Resultsmentioning

confidence: 99%

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“…For background to the importance of Schiff bases, see: Dhar & Taploo (1982); Zheng et al (2009); Guzen et al (2007); Asif (2014); Hisaindee et al (2013). For a related structure, see: Akkurt et al (2013).…”

Section: Related Literaturementioning

confidence: 99%

(E)-4-{[(Morpholin-4-yl)imino]methyl}benzonitrile

et al. 2014

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“…This linkage is a precursor for various biological activities and present in various natural (ancistrocladidine having antimalarial activity) and naturalderived compounds (chitosan derived having antifungal activity). The synthesized Schiff bases possess substantial anticancer, antibacterial, antifungal, antiviral, antioxidant and anti-parasitic activities [1][2][3]. The azomethine nitrogen may be involved in the formation of hydrogen bonds with the active sites of cell components and affects normal cell processes.…”

Section: Introductionmentioning

confidence: 99%

Pharmacological evaluation of ONNO donor quadridentate Schiff bases

et al. 2017

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Four ONNO donor Schiff bases 2-((E)-(2-((E)-2-hydroxybenzylideneamino)ethylimino) methyl)phenol (H2L1), 2-((E)-(2-((E)-2-hydroxybenzylideneamino)propylimino)methyl) phenol (H2L2), 2-((E)-1-(2-((E)-1-(2-hydroxyphenyl) ethylideneamino)ethylimino)ethyl) phenol (H2L3) and 2-((E)-1-(2-((E)-1-(2-hydroxyphenyl)ethylideneamino)propylimino) ethyl)phenol (H2L4) were synthesized by the reactions of ethylene/propylene diamines with 2-hydroxy benzaldehyde/2-hydroxy acetophenone. The new compounds were characterized by FT-IR and NMR (1 H and 13 C) spectroscopic techniques accompanied by elemental, GC/MS and single crystal X-ray diffraction analyses. These compounds were screened for various biological studies i.e. brine shrimp cytotoxic, antitumor and antibacterial activities The compound H2L3 showed highest cytotoxic and antitumor activities with lowest LD50 (14.27) and IC50 values (18.90). All the compounds were highly active in protecting DNA against hydroxyl free radicals. Antibacterial studies had shown that these were inactive against Gram positive bacteria (Staphylococcus aureus and Micrococcus luteus) while active against Gram negative bacteria (Enterobacter aerogenes, Bordetella bronchiseptica and Salmonella typhi) showing variable antibacterial activity.

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Antipathogenic effects of structurally-related Schiff base derivatives: Structure–activity relationship

Cited by 24 publications

References 43 publications

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(E)-4-{[(Morpholin-4-yl)imino]methyl}benzonitrile

Pharmacological evaluation of ONNO donor quadridentate Schiff bases

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