Synthesis, characterization and potential antimicrobial activity of the complexes of some transition metal complexes with edda-type ligands

U prvom delu ove Doktorske disertacije opisana je sinteza i karakterizacija paladijum(II)-kompleksa opšte formule [PdCl2(R2-S,S-eddl)] na bazi infracrvene i elektronske apsorpcione spektroskopije. Izvršeno je in vitro testiranje antimikrobne aktivnosti sintetisanih liganada i odgovarajućih kompleksa protiv 15 vrsta bakterija i gljivica. Takođe, sintetisan je i novi kompleks paladijum(II)-jona sa derivatom kumarina 3-(1-(2-hidroksietilamino)etiliden)hroman-2,4-dionom koji je karak- terisan na bazi mikroanalize, infracrvene i nuklearne magnetne spektroskopije. Predložena struktura kompleksa je potvrđena na osnovu rezultata rentgenske strukturne analize. Sintetisani kompleks je testiran in vitro na ćelijama raka, L929 fibrosarkom miša, U251 ljudski gliom i B16 melanom miša U drugom delu ove Doktorske disertacije opisana je sinteza kompleksa hrom(III)-jona i kobalt(III)-jona. Prvo je opisana sinteza s-cis-[Cr(S,S-eddv)L]-- kompleksa (S,S-eddv = (S,S)-etilendiamin-N,N′-di-2-(3-metil)butanoato jon; L = oksalato ili malonato jon). Kompleksi su prečišćeni jonoizmenjivačkom hromatografijom. Geometrija kompleksa je pretpostavljena na osnovu infracrvenih i elektronskih apsorpcionih spektara, a apsolutne konfiguracije izolovanih kompleksa su pretpostavljene na osnovu njihovih cirkularno-dihroičnih spektara. Takođe, ispitivana je antimikrobna aktivnost sintetisanih kompleksa protiv 28 vrsta mikroorganizama. Sintetisani su i oktaedarski kompleksi kobalta(III) sa (S,S)-etilendiamin- N,N'-di-2-propionskom kiselinom (S,S-eddp) i (S,S)-etilendiamin-N,N'-di-2-(3- metil)buternom kiselinom (S,S-eddv) koji sadrže i okalato i malonato ligande, kao dodatne bidentatne ligande. Kompleksi su prečišćeni jonoizmenjivačkom hromatografijom. Geometrija kompleksa je pretpostavljena na osnovu infracrvenih i elektronskih apsorpcionih spektara, a apsolutne konfiguracije izolovanih kompleksa su pretpostavljene na bazi njihovih cirkularno-dihroičnih spektara koje su potvrđene rezultatima rentgenske strukturne analize u slučaju s-cis-K[Co(S,Seddp)(ox)]·0,5H2O. Takođe, ispitivana je antimikrobna aktivnost sintetisanih kompleksa na 13 vrsta mikroorganizama (pet sojeva patogenih bakterija, pet vrsta patogenih gljiva i tri vrste probiotika).In the first part of the Doctoral thesis the synthesis and characterization of a palladium(II) complexes of general formula [PdCl2 (R2-S,S-eddl)] on the basis of infrared absorption spectroscopy is described. In vitro testing of the antimicrobial activity of the synthesized ligands and the corresponding complexes against 15 species of bacteria and fungi is carried out. Also, a new palladium(II) complex with a coumarine derivative, 3-(1-(2- hydroxyethylamino)ethylidene)chroman-2,4-dione is synthesized and characterized on the basis of microanalysis, the infrared and nuclear magnetic spectroscopy. The proposed structure of the complex was confirmed from the results of X-ray structural analysis. Prepared complex was tested in vitro on cancer cells, L929 mouse fibrosarcoma, human U251 glioma, and mouse melanoma B16. In the second part оf this PhD thesis, the synthesis of chromium(III) and cobalt(III)- complex еs is described. Firstly, the synthesis of s-cis-[Cr(S,S -eddv)L]--complexes (S,S-eddv = (S,S)-ethylenediamine-N,N'-di-2-(3-methyl)butanoate ion, L = oxalato or malonato ion is described. The complexes are purified by ion exchange chromatography. The geometry of the complex is proposed on the basis of infrared and elektronic absorption spectra, and the absolute configuration sof the complexes are predicted based on their circular-dichroiism spectra. Also, the antimicrobial activity of the synthesized complexes against 28 species of microorganisms was investigated. The octahedral cobalt(III) complexes with (S,S)-ethylenediamine-N,N'-di-2-propionic (S,S-eddp) and (S,S)-ethylenediamine-N,N'-di-2-(3-methyl)butanoic (S,S-eddv) acids and oxalato and malonato ligands, as additional bidentate ligands, were prepared and characterized. The complexes were purified by ion-exchange chromatography. The geometry of the complexes has been supposed on the basis of the infrared, electronic absorption and NMR spectra. The absolute configurations of the isolated complexes have been predicted on the basis of their circular dichroism (CD) spectra. Antimicrobial activity of ligand and cobalt(III)-complexes was evaluated in relation to 13 species of microorganisms (five strains of pathogenic bacteria, five species pathogenic fungi and three species of probiotic)

Stereospecific ligands and their complexes, Part VIII: Antimicrobial activity of palladium(II) complexes with 0,0'-dialkyl esters of (S,S)-ethylenediamine-N,N'-di-2-(4-methyl)-pentanoic acid

Palladium(II) complexes (1-4) of general formula [PdCl2(R2-S,S-eddp)] with bidentate N,N’-ligands, O,O'-dialkyl esters (R = ethyl, n-propyl, n-butyl and n-pentyl), of (S,S)-ethylenediamine-N,N’-di-2-(4-methyl)pentanoic acid (S,S-eddp) were prepared and characterized by microanalysis, infrared and UV/VIS spectroscopy. The ligands and its complexes were tested for their in vitro antimicrobial activity against 15 species of bacteria and fungi. Testing is performed by the microdilution method, with the minimum inhibitory concentration (MIC) and the minimum microbicidal concentration (MMC) being determined. The MIC values were in range from 4.9 μg cm-3 to > 5000 μg cm-3 while MMC values ranged from 78 μg cm-3 to > 5000 μg cm-3. Palladium(II) complexes [PdCl2(Ln)] (n = 1-4) have statistically significant higher activity than the corresponding ligands. The complex 4 displayed the strongest activity among all tested compounds

Stereospecific ligands and their complexes. Part XXI. Synthesis, characterization, circular dichroism and antimicrobial activity of cobalt(III) complexes with some edda-type of ligands. Crystal structure of potassium-Delta-(-)(589)-s-cis-oxalato-(S,S)-ethylenediamine-N,N -di-(2-propanoato)-cobaltate(III)-semihydrate, K-Delta-(-)(589)-s-cis-[Co(S,S-eddp)(ox)]center dot 0.5H(2)O

The octahedral cobalt(III) complexes with (S,S)-ethylenediamine-N,N-di-2-propionic (S,S-eddp) and (S,S)-ethylenediamine-N,N-di-2-(3-methyl)-butanoic (S,S-eddv) acids and oxalato and malonato ligands, as additional bidentate ligands, were prepared and characterized. The complexes were purified by ionexchange chromatography. The geometry of the complexes has been supposed on the basis of the infrared, electronic absorption and NMR spectra. The A absolute configurations of the isolated complexes have been predicted on the basis of their circular dichroism (CD) spectra and it was confirmed by single-crystal X-ray analysis of potassium-Delta-(-)(589)-s-cis-oxalato-(S,S)-ethylenediamine-N,N-di-(2-propanoato)-cobaltate(III)-semihydrate, K-Delta-(-)(589)-s-cis-[Co(S,S-eddp)(ox)]center dot 0.5H(2)O. Antimicrobial activity of ligands and obtained cobalt(III) complexes was evaluated by determining the minimum inhibitory concentration (MIC) and minimum microbicidal concentration (MMC) in relation to 13 species of microorganisms (five strains of pathogenic bacteria, five species pathogenic fungi and three species of probiotic). Tested ligands and complexes demonstrated moderate and low antibacterial and antifungal activity. There was no difference in activities between the ligands and complexes. (C) 2014 Elsevier Ltd. All rights reserved