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Synthesis and Characterization of Novel Ruthenium(III) Complexes with Histamine.

Kljun J, Petricek S, Zigon D, Hudej R, Miklavcic D, Turel I - Bioinorg Chem Appl (2010)

Bottom Line: Novel ruthenium(III) complexes with histamine [RuCl(4)(dmso-S)(histamineH)] .H( (2) )O (1a) and [RuCl(4)(dmso-S)(histamineH)] (1b) have been prepared and characterized by X-ray structure analysis.Their crystal structures are similar and show a protonated amino group on the side chain of the ligand which is not very common for a simple heterocyclic derivative such as histamine.

View Article: PubMed Central - PubMed

Affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, 1000 Ljubljana, Slovenia.

ABSTRACT
Novel ruthenium(III) complexes with histamine [RuCl(4)(dmso-S)(histamineH)] . H( (2) )O (1a) and [RuCl(4)(dmso-S)(histamineH)] (1b) have been prepared and characterized by X-ray structure analysis. Their crystal structures are similar and show a protonated amino group on the side chain of the ligand which is not very common for a simple heterocyclic derivative such as histamine. Biological assays to test the cytotoxicity of the compound 1b combined with electroporation were performed to determine its potential for future medical applications in cancer treatment.

No MeSH data available.


Two step synthesis and structure of the novel ruthenium complex with histamine.
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sch3: Two step synthesis and structure of the novel ruthenium complex with histamine.

Mentions: Syntheses of [RuCl4(dmso-S)(histamineH)]·H2O (1a) and [RuCl4(dmso-S)(histamineH)] (1b): the synthesis of compounds 1a and 1b consists of two steps (see Scheme 3). The first step is the preparation of a ruthenium precursor P1 (dmso2H)[trans-RuCl4(dmso-S)2]. This compound was prepared according to the literature [18]. 200 mg of P1 and 70 mg of histamine dihydrochloride were dissolved in 15 mL of methanol and refluxed for 4 hours. After a slow evaporation of the solvent, only a few red crystals of 1a were obtained. The X-ray structure analysis showed the presence of a solvate water in a molecule. Despite considerable effort, we were not able to obtain such crystals again. Crystals of compound 1b were later obtained by adding 15 mL of ethanol to the reaction mixture and the solution was left to stand in an open flask. Overnight snowflake-like crystalline orange solid formed. The crystals were washed with cold acetone and diethylether and dried at 50°C for 30 minutes. Similar crystals although of lower quality were obtained by addition of isopropanol, n-pentanol or ethyl acetate, instead of ethanol, to the reaction mixture.


Synthesis and Characterization of Novel Ruthenium(III) Complexes with Histamine.

Kljun J, Petricek S, Zigon D, Hudej R, Miklavcic D, Turel I - Bioinorg Chem Appl (2010)

Two step synthesis and structure of the novel ruthenium complex with histamine.
© Copyright Policy - open-access
Related In: Results  -  Collection

Show All Figures
getmorefigures.php?uid=PMC2901621&req=5

sch3: Two step synthesis and structure of the novel ruthenium complex with histamine.
Mentions: Syntheses of [RuCl4(dmso-S)(histamineH)]·H2O (1a) and [RuCl4(dmso-S)(histamineH)] (1b): the synthesis of compounds 1a and 1b consists of two steps (see Scheme 3). The first step is the preparation of a ruthenium precursor P1 (dmso2H)[trans-RuCl4(dmso-S)2]. This compound was prepared according to the literature [18]. 200 mg of P1 and 70 mg of histamine dihydrochloride were dissolved in 15 mL of methanol and refluxed for 4 hours. After a slow evaporation of the solvent, only a few red crystals of 1a were obtained. The X-ray structure analysis showed the presence of a solvate water in a molecule. Despite considerable effort, we were not able to obtain such crystals again. Crystals of compound 1b were later obtained by adding 15 mL of ethanol to the reaction mixture and the solution was left to stand in an open flask. Overnight snowflake-like crystalline orange solid formed. The crystals were washed with cold acetone and diethylether and dried at 50°C for 30 minutes. Similar crystals although of lower quality were obtained by addition of isopropanol, n-pentanol or ethyl acetate, instead of ethanol, to the reaction mixture.

Bottom Line: Novel ruthenium(III) complexes with histamine [RuCl(4)(dmso-S)(histamineH)] .H( (2) )O (1a) and [RuCl(4)(dmso-S)(histamineH)] (1b) have been prepared and characterized by X-ray structure analysis.Their crystal structures are similar and show a protonated amino group on the side chain of the ligand which is not very common for a simple heterocyclic derivative such as histamine.

View Article: PubMed Central - PubMed

Affiliation: Faculty of Chemistry and Chemical Technology, University of Ljubljana, Askerceva 5, 1000 Ljubljana, Slovenia.

ABSTRACT
Novel ruthenium(III) complexes with histamine [RuCl(4)(dmso-S)(histamineH)] . H( (2) )O (1a) and [RuCl(4)(dmso-S)(histamineH)] (1b) have been prepared and characterized by X-ray structure analysis. Their crystal structures are similar and show a protonated amino group on the side chain of the ligand which is not very common for a simple heterocyclic derivative such as histamine. Biological assays to test the cytotoxicity of the compound 1b combined with electroporation were performed to determine its potential for future medical applications in cancer treatment.

No MeSH data available.