The Antibacterial Activity of 1.4(amino methylene) cyclohexane Platinum (II) and Palladium (II) Dicarboxylate amino Acid Complexes
A Al-Fregi, H Abood, I Al-Saimary
antibacterial activity, palladium, platinum
A Al-Fregi, H Abood, I Al-Saimary. The Antibacterial Activity of 1.4(amino methylene) cyclohexane Platinum (II) and Palladium (II) Dicarboxylate amino Acid Complexes. The Internet Journal of Microbiology. 2006 Volume 4 Number 1.
In recent years, a great deal of effort has been devoted to developing transition metal antitumor agent which have better therapeutic properties than the prototype drug Cis-[PtCl2(NH3)2](1,2,3,4,5). The bulk of the work to date has involved investigation of the platinum complexes as potential antitumor agent; however some investigation involving palladiums have been done (6,7,8,9). For the most part palladium (II) complexes have shown little or no antitumor activity compared to platinum (II) complexes. This has been attributed to platinum (II) complexes (10).
On the other hand, it has been found that the platinum complexes which contain good leaving group are responsible for cytotoxic activity of these complexes also, it has been found that the platinum (II) complexes which be charged and water insoluble are lees biological activity and more toxicity (3,4).
In an effort to solve the problem including lack of stability of palladium complexes, we have adopted the approach by Gill (8). This approach involves the use of chelation ligand to stabilize the palladium complexes so that it can reach the cancerous cell intact to be the lack of effective as antitumor agent. On the other hand, to solve the problems of the lack of water- soluble of platinum and palladium complexes and to increase the biological activity, therefore, we chosen the dicarboxylate amino acid (Aspartate and Glutamate) which have intermediate leaving group. Generally, the complexes of amino acids with platinum (II) and Palladium (II) are well known (11,12) and have been of wide interest because of their biological aspect and the variety of their structure properties (13,14,15)
We report the four complexes of 1,4-Bis (amino methyl) cyclo hexane platinum (II) and Palladium (II) containing bidantate dicarboxylate amino acid were compare the
Materials & methods
All the complexes in this study are listed in the table (1). All complexes were prepared by the same general procedure(16). The method involves reaction of K2PtCl4 salt with KI to give K2PtI4 which upon reaction with 1,4-Bis - (aminomethyen) cyclohexane (BAMC) at room temperature led to formation beige precipitate to (BAMC) Pt I2. Because of the high reduction ability of palladium (II) with KI, Na2PdCl4 was been reacted with (1) enquire (BAMC) directly to give (BAMC)Pd I2 .
The yellow precipitate, (BAMC)Pt I2 and (BAMC)Pd Cl2 was collected by filtration and washed with water. Reaction of (BAMC)Pt I2 and (BAMC)Pd Cl2 with silver sulfate gave of (BAMC)PtSO4 and (BAMC)Pd SO4
After silver iodid or silver chloride was filtered off, the reaction of 1,4 (amino methylene)cyclo hexane platinum(II) sulfate or 1,4(amino methylene)cyclo hexane palladium(II) sulfate with barium salts of aspartate or glutamate ligand in aqueous solution at room temperature smoothly afforded the product.
The general synthesis method has been utilized to prepare these complexes are explain in the scheme (1).
Various concentration for synthesis complexes have been prepared in dimethyl sulfoxide (DMSO) (100, 250, 500, 750, and 1000 µg/ ml) and two techniques were used to determine the antibacterial activity of complexes(17,18).
1) Plate agar diffusion method used to determinate of the growth inhibition zone millimeter (mm) by using Muller –Hinton agar (MHA).
2) Tube (dilution) method used to determination minimal inhibitory concentration (MIC) of platinum and palladium complexes by using Brain – Heart Infusion (BHI).
Four complexes of 1,4- bis (amino methylene) cyclohexane platinum (II) and palladium (II) that contain dicarboxylate amino acid have been prepared. Figure (1) illustrates the two amino acid and amino ligands used in this
1- At (1000 µg/ml) all the synthesis complexes give ability for killed the bacteria except complex [II] against
2-The more active complex is the complex [III] and [IV], and [II] respectively.
3-The complex [III] give (27 mm) against
4-From the results in the table (2), it has been found the palladium (II) has a higher bacterial activity than other complexes.
At (1000 µg/ml) all the synthesis complexes give ability for killed the bacteria except complex [II] against
The more active complex is the complex [III] and [IV], and [II] respectively, and it has been found the palladium (II) has a higher bacterial activity than other complexes.
Its necessary to our knowledge that there are no any previous studies that interested in these compounds, so its unable to compare our study with another studies, and our study was investigated Pt(II) and Pd(II) compounds as a pioneer study.
DR.Ihsan E. Al-Saimary.assist. professor , PoBox 696 Ashar 42001, college of medicine university . of Basrah Basrah, Iraq. E-mail : IHSANALSAIMARY@yahoo.com