scholarly journals Synthesis and characterization of new copper(II) complex compounds with chlorhexidine. Part I

2010 ◽  
Vol 8 (3) ◽  
pp. 543-549 ◽  
Author(s):  
Mirela Călinescu ◽  
Ticuţa Negreanu-Pîrjol ◽  
Rodica Georgescu ◽  
Octavian Călinescu

AbstractThree new copper(II) complex compounds with chlorhexidine diacetate as a ligand have been prepared and characterized by elemental and thermogravimetrical analyses, molar conductances, magnetic susceptibility measurements, infrared, electronic and EPR spectra. The complexes correspond to the formulas: [Cu2(CHX)Cl4]·2C2H5OH, [Cu2(CHX)Br4]·2C2H5OH and [Cu2(CHX)(CH3COO)2] (CH3COO)2·2C2H5OH, where CHX = chlorhexidine, their composition and stereochemistry depending on the reaction conditions and the metal salt used. Chlorhexidine acts as neutral tetradentate NNNN donor, coordinating through the four imine nitrogen atoms. Investigations on antimicrobial activity in vitro show that all the complexes are active against the tested microorganisms, the complex with chloride being more active against Gram negative bacteria than chlorhexidine diacetate..

2019 ◽  
Vol 70 (1) ◽  
pp. 6-12 ◽  
Author(s):  
Mirela Calinescu ◽  
Catalina Stoica ◽  
Mihai Nita-Lazar

Three new samarium(III) complex compounds with chlorhexidine as ligand and mixed ligands chlorhexidine/o-phenanthroline have been prepared and characterized by elemental and thermogravimetrical analyses, infrared, electronic and luminescence spectra. The complexes corresponded to the formulas: [Sm(CHX)(NO3)2]� NO3, [Sm(CHX)(o-phen)2]� (NO3)3 and [Sm2(CHX)(o-phen)2(NO3)4]�(NO3)2, where CHX was the chlorhexidine. Chlorhexidine acted as neutral tetradentate NNNN donor, coordinating through the four imine nitrogen atoms. The two mixed ligands complexes showed a strong luminescent emission in solid state, characteristic of samarium(III) ion. The metal complexes and the chlorhexidine diacetate were in vitro evaluated for their antimicrobial activity against two Gram negative bacteria. The results revealed that all compounds were very effective in reducing the bacterial growth rate, even at low concentration.


2018 ◽  
Vol 83 (3) ◽  
pp. 271-284 ◽  
Author(s):  
Mădălina Mihalache ◽  
Ticuţa Negreanu-Pîrjol ◽  
Florea Dumitraşcu ◽  
Constantin Drăghici ◽  
Mirela Călinescu

Six new coordination compounds of Ni(II), Pd(II) and Cr(III) with chlorhexidine, 1,1?-hexamethylenebis[5-(4-chlorophenyl)biguanide], were prepared, characterized and examined for their potential as antimicrobial agents, as well as for their antioxidant activity. The metal complexes correspond to the formulas: [Ni(CHX)]Cl2?2H2O, [Ni(CHX)]Br2?2H2O, [Ni(CHX)](CH3COO)2?C2H5OH, [Pd(CHX)][PdCl4]?2H2O, [Pd(CHX)](CH3COO)2 and [Cr(CHX)Cl2](CH3COO), where CHX = chlorhexidine. Investigations on the in vitro antimicrobial activity of the complexes indicated that all have high activity against the tested bacteria, but are less active against fungi. Among the six complexes, those of Pd(II) showed the highest antibacterial activity, [Pd(CHX)][PdCl4]?2H2O being more active against Gram-positive and Gram-negative bacteria than chlorhexidine diacetate. The antioxidant activity of the metal complexes was investigated by photochemiluminescence and the results showed that the palladium( II) complexes have high antioxidant activities.


2019 ◽  
Vol 19 (1) ◽  
Author(s):  
Gabrielle Sherella Dijksteel ◽  
Peter H. Nibbering ◽  
Magda M. W. Ulrich ◽  
Esther Middelkoop ◽  
Bouke K. H. L. Boekema

Abstract Background Accurate determination of the efficacy of antimicrobial agents requires neutralization of residual antimicrobial activity in the samples before microbiological assessment of the number of surviving bacteria. Sodium polyanethol sulfonate (SPS) is a known neutralizer for the antimicrobial activity of aminoglycosides and polymyxins. In this study, we evaluated the ability of SPS to neutralize residual antimicrobial activity of antimicrobial peptides [SAAP-148 and pexiganan; 1% (wt/v) in PBS], antibiotics [mupirocin (Bactroban) and fusidic acid (Fucidin) in ointments; 2% (wt/wt))] and disinfectants [2% (wt/wt) silver sulfadiazine cream (SSD) and 0.5% (v/v) chlorhexidine in 70% alcohol]. Methods Homogenates of human skin models that had been exposed to various antimicrobial agents for 1 h were pipetted on top of Methicillin-resistant Staphylococcus aureus (MRSA) on agar plates to determine whether the antimicrobial agents display residual activity. To determine the optimal concentration of SPS for neutralization, antimicrobial agents were mixed with PBS or increasing doses of SPS in PBS (0.05–1% wt/v) and then 105 colony forming units (CFU)/mL MRSA were added. After 30 min incubation, the number of viable bacteria was assessed. Next, the in vitro efficacy of SAAP-148 against various gram-positive and gram-negative bacteria was determined using PBS or 0.05% (wt/v) SPS immediately after 30 min incubation of the mixture. Additionally, ex vivo excision wound models were inoculated with 105 CFU MRSA for 1 h and exposed to SAAP-148, pexiganan, chlorhexidine or PBS for 1 h. Subsequently, samples were homogenized in PBS or 0.05% (wt/v) SPS and the number of viable bacteria was assessed. Results All tested antimicrobials displayed residual activity in tissue samples, resulting in a lower recovery of surviving bacteria on agar. SPS concentrations at ≥0.05% (wt/v) were able to neutralize the antimicrobial activity of SAAP-148, pexiganan and chlorhexidine, but not of SSD, Bactroban and Fucidin. Finally, SPS-neutralization in in vitro and ex vivo efficacy tests of SAAP-148, pexiganan and chlorhexidine against gram-positive and gram-negative bacteria resulted in significantly higher numbers of CFU compared to control samples without SPS-neutralization. Conclusions SPS was successfully used to neutralize residual activity of SAAP-148, pexiganan and chlorhexidine and this prevented an overestimation of their efficacy.


2017 ◽  
Vol 82 (5) ◽  
pp. 495-508 ◽  
Author(s):  
Aleksandra Bozic ◽  
Nenad Filipovic ◽  
Irena Novakovic ◽  
Snezana Bjelogrlic ◽  
Jasmina Nikolic ◽  
...  

Fourteen mono- and bis-carbohydrazone ligands have been synthesized and characterized. Antioxidant activity of the substances was investigated together with possible (E)/(Z) isomerization, and explained on the most active antioxidant compound 4 in various dimethyl sulphoxide?water mixtures. The addition of water to the system was involved in the formation of hydrated molecules which was confirmed in NMR after the addition of D2O. The ligands were tested in vitro against Gram-positive and Gram-negative bacteria and fungi, and their activity was discussed in relation to the structure of investigated carbohydrazone.


2021 ◽  
Vol 10 (4) ◽  
pp. 427-434 ◽  
Author(s):  
Turdibek Toshmurodov ◽  
Abdukhakim Ziyaev ◽  
Sobirdjan Sasmakov ◽  
Jaloliddin Abdurakhmanov ◽  
Mavluda Ziyaeva ◽  
...  

Amidoalkylation of secondary heterocyclic amines by N-[5-(alkylsulfanyl)-1,3,4-thiadiazol-2-yl]-2'-chloroacetamide resulted the new compounds 5-10 that contain 1,3,4-thiadiazole-5-thione moiety alongside pyperidine, morpholine, and cytisine fragments. In vitro screening of antimicrobial activity of synthesized compounds showed that N-[5-(amylsulfanyl)-1,3,4-thiadiazol-2-yl]-2'-morpholinacetamide exhibited an appreciable antibacterial activity against gram-negative bacteria of Escherichia coli (inhibition zone diameter of 16 mm) and gram-positive bacteria of Staphylococcus aureus and Bacillus subtilis (10-13 mm).


2021 ◽  
Vol 33 (11) ◽  
pp. 2707-2714
Author(s):  
P. Uma ◽  
J. Suresh ◽  
Revathi Selvaraj ◽  
A. Arun

This work is focused on the synthesis and characterization of versatile acrylate polymer of chalcone based triazine for their antibacterial activity and cumulative drug release behaviour studies. The novel acrylate monomer 4-(3-(4-((4-(4-(3-(4-((7-chloroquinolin-4-yl)amino)-phenyl)-3-oxoprop-1-en-1- yl)phenoxy)-6-((4-nitrophenyl)amino)-1,3,5-triazin-2-yl)oxy)phenyl)-3-oxoprop-1-en-1- yl)phenylacrylate (SCP) is from novel chalcone and acryloyl chloride. Homo and copolymers of SCP were prepared using acrylic acid and hydroxyethyl acrylate. Physical characterization confirms the formation of the above compounds. Prepared drug molecules possess chalcone moiety as well as quinoline so it has the greater effect to inhibit the growth of the Gram-negative bacteria (15.63 ± 0.4 μg/mL) was confirmed by MIC method. The weight average molecular weight of the polymer is 10,000 g/mol. The polymer decomposes at 325 ºC. Drug releasing in vitro behaviour of the synthesized drug is controlled by the nature of comonomer, pH and the temperature.


2009 ◽  
Vol 59 (2) ◽  
pp. 145-158 ◽  
Author(s):  
Mosaad Mohamed ◽  
Ramdan El-Domany ◽  
Rania Abd El-Hameed

Synthesis of certain pyrrole derivatives as antimicro-bial agentsIn an effort to establish new pyrroles and pyrrolo[2,3-d] pyrimidines with improved antimicrobial activity we report here the synthesis andin vitromicrobiological evaluation of a series of pyrrole derivatives. A series of new 2-aminopyrrole-3-carbonitriles (1a-d) were synthesized from the reaction of benzoin, primary aromatic amines and malononitrile, from which a number of pyrrole derivatives (2a-dto5a-d) and pyrrolo[2,3-d]pyrimidines (6a-dto10a, d) were synthesized. Thein vitroantimicrobial testing of the synthesized compounds was carried out against Gram-positive, Gram-negative bacteria and fungi. Some of the prepared compounds, [2-amino-1-(2-methylphenyl)-4,5-diphenyl-1H-pyrrole-3-carbonitriles (1b), 2-amino-3-carbamoyl-1-(3-methylphenyl)-4,5-diphenyl-1H-pyrroles (2b),N-(3-cyano-1-(2-methylphenyl)-4,5-diphenyl-1H-pyrrol-2-yl)-acetamides (3b),N-(3-cyano-1-(3-methylphenyl)-4,5-diphenyl-1H-pyrrol-2-yl)-acetamides (3c), 2-amino-1-(4-methoxyphenyl)-4,5-diphenyl-3-tetrazolo-1H-pyrroles (5d),7-(4-methoxyphenyl)-5,6-diphenyl-7H-pyrrolo [2,3-d]pyrimidin-4(3H)-ones (7d), 7-(3-methylphenyl)-5,6-diphenyl-7H-pyrrolo[2,3-d]pyrimidin-4(3H)-thione (9b) andN-(7-(2-methylphenyl)-5,6-diphenyl-7H-pyrrolo[2,3-d] pyrimidine)-N-aryl amines (10a)] showed potent antimicrobial activity.


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