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

Authorized Users Only
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
Funding / 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
[ Google Scholar ]
22
19
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/474
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Baošić, R.
AU  - Radojević, A.
AU  - Radulović, Milanka
AU  - Miletić, Srđan
AU  - Natić, Maja
AU  - Tešić, Živoslav
PY  - 2008
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/474
AB  - 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
T2  - Biomedical Chromatography
T1  - Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes
VL  - 22
IS  - 4
SP  - 379
EP  - 386
DO  - 10.1002/bmc.943
ER  - 
@article{
author = "Baošić, R. and Radojević, A. and Radulović, Milanka and Miletić, Srđan and Natić, Maja and Tešić, Živoslav",
year = "2008",
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",
journal = "Biomedical Chromatography",
title = "Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes",
volume = "22",
number = "4",
pages = "379-386",
doi = "10.1002/bmc.943"
}
Baošić, R., Radojević, A., Radulović, M., Miletić, S., Natić, M.,& Tešić, Ž.. (2008). Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes. in Biomedical Chromatography, 22(4), 379-386.
https://doi.org/10.1002/bmc.943
Baošić R, Radojević A, Radulović M, Miletić S, Natić M, Tešić Ž. Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes. in Biomedical Chromatography. 2008;22(4):379-386.
doi:10.1002/bmc.943 .
Baošić, R., Radojević, A., Radulović, Milanka, Miletić, Srđan, Natić, Maja, Tešić, Živoslav, "Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes" in Biomedical Chromatography, 22, no. 4 (2008):379-386,
https://doi.org/10.1002/bmc.943 . .

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