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Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex

Authorized Users Only
2006
Authors
Miodragović, Đenana
Bogdanović, Goran
Miodragović, Zoran
Radulović, Milanka
Novaković, Slađana
Kaluđerović, Goran N.
Kozlowski, Henryk
Article (Published version)
,
Elsevier
Metadata
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Abstract
Crystal structure of a novel cobalt(III) complex with antiulcer drug famotidine and ethylenediamine was determined. This is the second structure of a transition metal complex with famotidine resolved by a single crystal X-ray analysis, in which famotidine shows different mode of coordination than that observed in the other cases. Drug molecule is coordinated to metal ion as a tetradentate ligand through guanidine N6, thiazole N4, thioether S2 and terminal N3 atom. Two NH 2 groups (N3H 2 and N6H 2 ) are deprotonated and drug coordinates as dianion. In the asymmetric unit, one chloride anion and one water molecule were found to complete the complex stoichiometry. The structure of the complex is abundant in atoms, which can be involved in hydrogen bond formation either as hydrogen acceptors or hydrogen donors. Because of that, a great number of hydrogen bonds dominates the crystal packing. Beside the hydrogen bonds, there are two interesting noncovalent interactions: CH ... π and NH ... π... within the famotidine anion, which stabilize the complex structure. The π ... π stacking interactions between neighboring complex cations are also observed. Antibacterial and antifungal activity of famotidine and its newly synthesized complex against representative bacteria: Escherichia coli, Staphilococcus aureus and Micrococcus lysodeikticus and fungi: Aspergillus niger and Candida albicans were examined. The results indicate a higher selectivity of the famotidine-Co(III) complex, as well as better growth inhibitory activity (lower MIC values (MIC, minimal inhibitory concentration)) in comparison with the drug alone.

Keywords:
Crystal structure / Cobalt(III) complex / Famotidine / Histamine H2 receptor antagonist / π Interactions / Microbiological assay
Source:
Journal of Inorganic Biochemistry, 2006, 100, 9, 1568-1574
Publisher:
  • Elsevier
Funding / projects:
  • Synthesis, characterization and activity of organic and coordination composition and their application in (bio) nanotechnology (RS-142010)

DOI: 10.1016/j.jinorgbio.2006.05.009

ISSN: 0162-0134; 1873-3344

WoS: 000240789000016

Scopus: 2-s2.0-33746874466
[ Google Scholar ]
74
64
URI
https://cer.ihtm.bg.ac.rs/handle/123456789/4121
Collections
  • Radovi istraživača / Researchers' publications
Institution/Community
IHTM
TY  - JOUR
AU  - Miodragović, Đenana
AU  - Bogdanović, Goran
AU  - Miodragović, Zoran
AU  - Radulović, Milanka
AU  - Novaković, Slađana
AU  - Kaluđerović, Goran N.
AU  - Kozlowski, Henryk
PY  - 2006
UR  - https://cer.ihtm.bg.ac.rs/handle/123456789/4121
AB  - Crystal structure of a novel cobalt(III) complex with antiulcer drug famotidine and ethylenediamine was determined. This is the second structure of a transition metal complex with famotidine resolved by a single crystal X-ray analysis, in which famotidine shows different mode of coordination than that observed in the other cases. Drug molecule is coordinated to metal ion as a tetradentate ligand through guanidine N6, thiazole N4, thioether S2 and terminal N3 atom. Two NH 2 groups (N3H 2 and N6H 2 ) are deprotonated and drug coordinates as dianion. In the asymmetric unit, one chloride anion and one water molecule were found to complete the complex stoichiometry. The structure of the complex is abundant in atoms, which can be involved in hydrogen bond formation either as hydrogen acceptors or hydrogen donors. Because of that, a great number of hydrogen bonds dominates the crystal packing. Beside the hydrogen bonds, there are two interesting noncovalent interactions: CH ... π and NH ... π within the famotidine anion, which stabilize the complex structure. The π ... π stacking interactions between neighboring complex cations are also observed. Antibacterial and antifungal activity of famotidine and its newly synthesized complex against representative bacteria: Escherichia coli, Staphilococcus aureus and Micrococcus lysodeikticus and fungi: Aspergillus niger and Candida albicans were examined. The results indicate a higher selectivity of the famotidine-Co(III) complex, as well as better growth inhibitory activity (lower MIC values (MIC, minimal inhibitory concentration)) in comparison with the drug alone.
PB  - Elsevier
T2  - Journal of Inorganic Biochemistry
T1  - Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex
VL  - 100
IS  - 9
SP  - 1568
EP  - 1574
DO  - 10.1016/j.jinorgbio.2006.05.009
ER  - 
@article{
author = "Miodragović, Đenana and Bogdanović, Goran and Miodragović, Zoran and Radulović, Milanka and Novaković, Slađana and Kaluđerović, Goran N. and Kozlowski, Henryk",
year = "2006",
abstract = "Crystal structure of a novel cobalt(III) complex with antiulcer drug famotidine and ethylenediamine was determined. This is the second structure of a transition metal complex with famotidine resolved by a single crystal X-ray analysis, in which famotidine shows different mode of coordination than that observed in the other cases. Drug molecule is coordinated to metal ion as a tetradentate ligand through guanidine N6, thiazole N4, thioether S2 and terminal N3 atom. Two NH 2 groups (N3H 2 and N6H 2 ) are deprotonated and drug coordinates as dianion. In the asymmetric unit, one chloride anion and one water molecule were found to complete the complex stoichiometry. The structure of the complex is abundant in atoms, which can be involved in hydrogen bond formation either as hydrogen acceptors or hydrogen donors. Because of that, a great number of hydrogen bonds dominates the crystal packing. Beside the hydrogen bonds, there are two interesting noncovalent interactions: CH ... π and NH ... π within the famotidine anion, which stabilize the complex structure. The π ... π stacking interactions between neighboring complex cations are also observed. Antibacterial and antifungal activity of famotidine and its newly synthesized complex against representative bacteria: Escherichia coli, Staphilococcus aureus and Micrococcus lysodeikticus and fungi: Aspergillus niger and Candida albicans were examined. The results indicate a higher selectivity of the famotidine-Co(III) complex, as well as better growth inhibitory activity (lower MIC values (MIC, minimal inhibitory concentration)) in comparison with the drug alone.",
publisher = "Elsevier",
journal = "Journal of Inorganic Biochemistry",
title = "Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex",
volume = "100",
number = "9",
pages = "1568-1574",
doi = "10.1016/j.jinorgbio.2006.05.009"
}
Miodragović, Đ., Bogdanović, G., Miodragović, Z., Radulović, M., Novaković, S., Kaluđerović, G. N.,& Kozlowski, H.. (2006). Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex. in Journal of Inorganic Biochemistry
Elsevier., 100(9), 1568-1574.
https://doi.org/10.1016/j.jinorgbio.2006.05.009
Miodragović Đ, Bogdanović G, Miodragović Z, Radulović M, Novaković S, Kaluđerović GN, Kozlowski H. Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex. in Journal of Inorganic Biochemistry. 2006;100(9):1568-1574.
doi:10.1016/j.jinorgbio.2006.05.009 .
Miodragović, Đenana, Bogdanović, Goran, Miodragović, Zoran, Radulović, Milanka, Novaković, Slađana, Kaluđerović, Goran N., Kozlowski, Henryk, "Interesting coordination abilities of antiulcer drug famotidine and antimicrobial activity of drug and its cobalt(III) complex" in Journal of Inorganic Biochemistry, 100, no. 9 (2006):1568-1574,
https://doi.org/10.1016/j.jinorgbio.2006.05.009 . .

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