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
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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 assaySource:
Journal of Inorganic Biochemistry, 2006, 100, 9, 1568-1574Publisher:
- Elsevier
Funding / projects:
DOI: 10.1016/j.jinorgbio.2006.05.009
ISSN: 0162-0134; 1873-3344
WoS: 000240789000016
Scopus: 2-s2.0-33746874466
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IHTMTY - 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 . .