Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes
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2008
Authors
Baošić, RadaRadojevic, Ana
Radulovic, Milanka
Miletić, Srđan B.
Natić, Maja
Tešić, Živoslav Lj.
Article (Published version)
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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 beta-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 beta-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. Satisf...actory 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 (c) 2007 John Wiley & Sons, Ltd.
Keywords:
lipophilicity / reversed-phase thin-layer chromatography / structure-retention relationship / structure-activity relationship / antimicrobial activitySource:
Biomedical Chromatography, 2008, 22, 4, 379-386Publisher:
- John Wiley & Sons Ltd, Chichester
Funding / projects:
- Sinteza, analiza i aktivnost novih organskih polidentatnih liganada i njihovih kompleksa sa d-metalima (RS-MESTD-MPN2006-2010-142062)
DOI: 10.1002/bmc.943
ISSN: 0269-3879
PubMed: 18059055
WoS: 000255133300007
Scopus: 2-s2.0-42549171928
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Hemijski fakultet / Faculty of ChemistryTY - JOUR AU - Baošić, Rada AU - Radojevic, Ana AU - Radulovic, Milanka AU - Miletić, Srđan B. AU - Natić, Maja AU - Tešić, Živoslav Lj. PY - 2008 UR - https://cherry.chem.bg.ac.rs/handle/123456789/933 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 beta-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 beta-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 (c) 2007 John Wiley & Sons, Ltd. PB - John Wiley & Sons Ltd, Chichester 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, Rada and Radojevic, Ana and Radulovic, Milanka and Miletić, Srđan B. and Natić, Maja and Tešić, Živoslav Lj.", 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 beta-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 beta-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 (c) 2007 John Wiley & Sons, Ltd.", publisher = "John Wiley & Sons Ltd, Chichester", 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., Radojevic, A., Radulovic, M., Miletić, S. B., Natić, M.,& Tešić, Ž. Lj.. (2008). Relationships between structure, retention and biological activity of some Schiff base ligands and their complexes. in Biomedical Chromatography John Wiley & Sons Ltd, Chichester., 22(4), 379-386. https://doi.org/10.1002/bmc.943
Baošić R, Radojevic A, Radulovic M, Miletić SB, Natić M, Tešić ŽL. 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, Rada, Radojevic, Ana, Radulovic, Milanka, Miletić, Srđan B., Natić, Maja, Tešić, Živoslav Lj., "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 . .