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Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes

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2008
Authors
Baošić, R.
Radojević, A.
Radulović, Milanka
Miletić, Srđan
Natić, Maja
Tešić, Živoslav
Article (Published version)
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Abstract
The lipophilicity of a series of Schiff base ligands and their complexes with nickel(II) and copper(II) has been determined by reversed-phase thin-layer chromatography using binary dioxane-water mobile phase. Chelate ligands were prepared by condensation of diamine and the corresponding β-diketone. Copper(II) and nickel(II) complexes with chelate ligands containing ethane-1,2-diamine or propane-1,2-diamine as the amine part and pentane-2,4-dione and/or 1-phenylbutane-1,3-dione, pentane-2,4-dione and/or 1,1,1-trifluoropentane-2,4-dione, or 1,1,1-trifluoropentane-2,4-dione and/or 1-phenylbutane-1,3-dione as the β-diketone part were synthesized. Some of investigated compounds were screened for their in vitro antifungal activity against Sacharomyces cerevisiae and antibacterial activity against Escherichia coli. Chromatographically obtained lipophilicity parameters were correlated both with calculated n-octanol-water partition coefficient C log P and antimicrobial activities. Satisfactory ...correlations were obtained. Chromatographic data proved to be reliable parameters for describing the lipophilic properties of the investigated compounds. Additionally, the principal components analysis was performed on the data chromatographically obtained. This statistical method was useful for distinguishing compounds and objective comparison of their lipophilicity parameters. Copyright

Keywords:
Antimicrobial activity / Lipophilicity / Reversed-phase thin-layer chromatography / Structure-activity relationship / Structure-retention relationship
Source:
Biomedical Chromatography, 2008, 22, 4, 379-386
Projects:
  • Sinteza, analiza i aktivnost novih organskih polidentatnih liganada i njihovih kompleksa sa d-metalima (RS-142062)

DOI: 10.1002/bmc.943

ISSN: 0269-3879

PubMed: 18059055

WoS: 000255133300007

Scopus: 2-s2.0-42549171928
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URI
http://cer.ihtm.bg.ac.rs/handle/123456789/474
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