A series of novel Ga(III)-pyridine carboxylates ([Ga(Pic)3]·H2O (GaPic; HPic = picolinic acid), H3O[Ga(Dpic)2]·H2O (GaDpic; H2Dpic = dipicolinic acid), [Ga(Chel)(H2O)(OH)]2·4H2O (GaChel; H2Chel = chelidamic acid) and [Ga(Cldpic)(H2O)(OH)]2 (GaCldpic; H2Cldpic = 4-chlorodipicolinic acid)) have been synthesized by simple one-step procedure. Vibrational spectroscopy (mid-IR), elemental analysis, thermogravimetric analysis and X-ray diffraction confirmed complexes molecular structure, inter and intramolecular interactions and their influence to spectral and thermal properties. Moreover, complex species speciation was described in Ga(III)-HPic and Ga(III)-H2Dpic systems by potentiometry and 1H NMR spectroscopy and mononuclear complex species were determined; [Ga(Pic)2]+ (logβ021 = 16.23(6)), [Ga(Pic)3] (logβ031 = 20.86(2)), [Ga(Dpic)2]- (logβ021 = 15.42(9)) and [Ga(Dpic)2(OH)]2- (logβ-121 = 11.08(4)). To confirm the complexes stability in 1% DMSO (primary solvent for biological testing), timescale 1H NMR spectra were measured (immediately after dissolution up to 96 h). Antimicrobial activity evaluated by IC50 (0.05 mM) is significant for GaDpic and GaCldpic against difficult to treat and multi-resistant P. aeruginosa. On the other hand, the GaPic complex is most effective against Jurkat, MDA-MB-231 and A2058 cancer cell lines and significantly also decreases the HepG2 cancer cells viability at 75 and 100 μM concentrations in a relatively short time (up to 48 h). In addition, fluorescence measurements have been used to elucidate bovine serum albumin binding activity between ligands, Ga(III) complexes and bovine serum albumin.

• Keywords
• Anticancer, Antimicrobial, BSA binding, Ga(III) complexes, Potentiometry, Stability,
• MeSH
• Cell Line MeSH
• Coordination Complexes * pharmacology   chemistry   MeSH
• Humans MeSH
• Ligands MeSH
• Molecular Structure MeSH
• Neoplasms * MeSH
• Pyridines pharmacology   MeSH
• Serum Albumin, Bovine metabolism   MeSH
• Check Tag
• Humans MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Coordination Complexes * MeSH
• Ligands MeSH
• Pyridines MeSH
• Serum Albumin, Bovine MeSH

Three silver(I) dipeptide complexes [Ag(GlyGly)]n(NO3)n (AgGlyGly), [Ag2(GlyAla)(NO3)2]n (AgGlyAla) and [Ag2(HGlyAsp)(NO3)]n (AgGlyAsp) were prepared, investigated and characterized by vibrational spectroscopy (mid-IR), elemental and thermogravimetric analysis and mass spectrometry. For AgGlyGly, X-ray crystallography was also performed. Their stability in biological testing media was verified by time-dependent NMR measurements. Their in vitro antimicrobial activity was evaluated against selected pathogenic microorganisms. Moreover, the influence of silver(I) dipeptide complexes on microbial film formation was described. Further, the cytotoxicity of the complexes against selected cancer cells (BLM, MDA-MB-231, HeLa, HCT116, MCF-7 and Jurkat) and fibroblasts (BJ-5ta) using a colorimetric MTS assay was tested, and the selectivity index (SI) was identified. The mechanism of action of Ag(I) dipeptide complexes was elucidated and discussed by the study in terms of their binding affinity toward the CT DNA, the ability to cleave the DNA and the ability to influence numbers of cells within each cell cycle phase. The new silver(I) dipeptide complexes are able to bind into DNA by noncovalent interaction, and the topoisomerase I inhibition study showed that the studied complexes inhibit its activity at a concentration of 15 μM.

• Keywords
• DNA interaction, anticancer activity, antimicrobial activity, cell cycle arrest, crystal structure, dipeptide, silver(I) complexes, stability, topoisomerase I inhibition,
• MeSH
• Anti-Infective Agents chemical synthesis   chemistry   pharmacology   MeSH
• Cell Cycle drug effects   MeSH
• Chemical Phenomena MeSH
• Dipeptides chemistry   MeSH
• Coordination Complexes chemical synthesis   chemistry   pharmacology   MeSH
• Crystallography, X-Ray MeSH
• Humans MeSH
• Molecular Conformation MeSH
• Cell Line, Tumor MeSH
• Antineoplastic Agents chemical synthesis   chemistry   pharmacology   MeSH
• Molecular Dynamics Simulation MeSH
• Spectrum Analysis MeSH
• Drug Stability MeSH
• Silver chemistry   MeSH
• Chemistry Techniques, Synthetic MeSH
• Thermogravimetry MeSH
• Dose-Response Relationship, Drug MeSH
• Structure-Activity Relationship MeSH
• Check Tag
• Humans MeSH
• Publication type
• Journal Article MeSH
• Names of Substances
• Anti-Infective Agents MeSH
• Dipeptides MeSH
• Coordination Complexes MeSH
• Antineoplastic Agents MeSH
• Silver MeSH

Fifteen substituted 1,2,4-triazolo[4,3-c]quinazolines were tested for antibacterial and antifungal effects. The most effective derivatives had the triazoloquinazoline skeleton substituted with the pharmacologically active chromophores--morpholine, chlorine and nitro group. The broadest antimicrobial activity was found with 5-morpholin-4-yl-3-(5-nitrothien-2-yl)[1,2,4]triazolo[4,3-c]quinazoline in concentration of 10 mg/L for B. subtilis, 50 mg/L for S. aureus and 100 mg/L for C. tropicalis. The highest tested concentration of derivative caused 83% growth inhibition of R. nigricans.

• MeSH
• Anti-Bacterial Agents pharmacology   MeSH
• Antifungal Agents pharmacology   MeSH
• Bacillus subtilis drug effects   growth & development   MeSH
• Quinazolines chemistry   pharmacology   MeSH
• Fungi drug effects   growth & development   MeSH
• Microbial Sensitivity Tests MeSH
• Staphylococcus aureus drug effects   growth & development   MeSH
• Triazoles chemistry   pharmacology   MeSH
• Structure-Activity Relationship MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Anti-Bacterial Agents MeSH
• Antifungal Agents MeSH
• Quinazolines MeSH
• Triazoles MeSH

Nine newly synthesized isothiocyanate derivatives were demonstrated to posses antibacterial and genotoxic activities in vitro. 4-Hydroxybutyl isothiocyanate exhibited a broad antibacterial effect, with MIC values of 762 mumol/L for Staphylococcus aureus and Escherichia coli. Ethyl 4-methylsulfoxidobutanoate had the highest antibacterial activity in Gram-positive bacteria, the MIC value being 425 mumol/L for S. aureus. The highest tested concentrations of ethyl 4-isothiocyanatobutanoate and 4-hydroxybutyl isothiocyanate produced a bacteriocidal effect in Gram-positive bacteria. The compounds showed no mutagenic effects on Salmonella typhimurium tester strains TA 98 and TA 100, either in the absence or in the presence of a metabolically active microsomal S9 fraction from rat liver using standard Ames test.

• MeSH
• Anti-Bacterial Agents chemistry   pharmacology   MeSH
• Isothiocyanates chemistry   pharmacology   toxicity   MeSH
• Rats MeSH
• Microbial Sensitivity Tests MeSH
• Mutagens chemistry   toxicity   MeSH
• Rats, Wistar MeSH
• Salmonella typhimurium drug effects   MeSH
• Mutagenicity Tests MeSH
• Animals MeSH
• Check Tag
• Rats MeSH
• Animals MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Anti-Bacterial Agents MeSH
• Isothiocyanates MeSH
• Mutagens MeSH

The antimicrobial and morphogenetic effects of fourteen newly synthesized 2-substituted derivatives of quinoline-4-carboxylic acid and quinoline-4-carboxamide were studied using G+ and G- bacteria, yeasts and filamentous fungi. The highest antimicrobial effects were found with substituted quinoline-4-carboxylic acid derivatives. Quinoline-4-carboxamides only weakly influenced the growth of the tested microorganisms. Some derivatives of quinoline-4-carboxylic acid elicited profound changes in the morphology of hyphal tips of Botrytis cinerea, mainly their branching and the release of the cytoplasmic content. Quinoline derivatives, which elicited morphological changes, increased also the permeability of the plasmalemma of plant cells.

• MeSH
• Anthocyanins metabolism   MeSH
• Anti-Bacterial Agents MeSH
• Anti-Infective Agents pharmacology   MeSH
• Bacteria drug effects   MeSH
• Botrytis cytology   drug effects   MeSH
• Chenopodiaceae drug effects   metabolism   MeSH
• Quinolines chemistry   pharmacology   MeSH
• Fungi drug effects   MeSH
• Microbial Sensitivity Tests MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Anthocyanins MeSH
• Anti-Bacterial Agents MeSH
• Anti-Infective Agents MeSH
• Quinolines MeSH
• quinoline-4-carboxylic acid MeSH Browser

Five trisubstituted quinazolones and eight trisubstituted quinazoline-4-thiones have been tested for antibacterial effects by a microdilution method. Four derivatives exerted a significant effect on E. coli, P. aeruginosa, S. aureus and B. subtilis (IC50 < 100 mg/L). In the bacterium P. aeruginosa six quinazolines showed a higher antibacterial effect than ampicillin. The most sensitive to the effects of the quinazolines was S. aureus; a concentration of 100 mg/L of six derivatives induced a bacteriostatic effect on S. aureus. The quinazoline-4-thiones were generally more active than the quinazolones. All the tested concentrations of the four most effective quinazolines influenced the specific growth rate.

• MeSH
• Anti-Bacterial Agents pharmacology   MeSH
• Bacillus subtilis drug effects   MeSH
• Bacteria drug effects   growth & development   MeSH
• Quinazolines chemistry   pharmacology   MeSH
• Escherichia coli drug effects   MeSH
• Microbial Sensitivity Tests MeSH
• Pseudomonas aeruginosa drug effects   MeSH
• Staphylococcus aureus drug effects   MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Comparative Study MeSH
• Names of Substances
• Anti-Bacterial Agents MeSH
• Quinazolines MeSH

Eleven substituted tricyclic quinazolines and their synthetic precursors were tested for antibacterial effects. 3-Chloromethylcarbonyl-2-methylquinazolin-4-thione and 5-phenyl-2,3-dihydro-1,2,4-triazolo[4,3-c]quinazolin-3-one had the highest antibacterial effect against Bacillus subtilis, the MIC values being 50 mg/L. Two tested derivatives were more active against Pseudomonas aeruginosa than ampicillin, the IC50 values being 80 and 100 mg/L. The most effective derivatives contained in the structure generally pharmacologically active chromophores--methyl group in position 2 and a chloromethyl configuration on the carbonyl group in position 3.

• MeSH
• Anti-Bacterial Agents chemical synthesis   chemistry   pharmacology   MeSH
• Bacillus subtilis drug effects   MeSH
• Bacteria drug effects   MeSH
• Quinazolines chemical synthesis   chemistry   pharmacology   MeSH
• Escherichia coli drug effects   MeSH
• Microbial Sensitivity Tests MeSH
• Pseudomonas aeruginosa drug effects   MeSH
• Staphylococcus aureus drug effects   MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Anti-Bacterial Agents MeSH
• Quinazolines MeSH

Seventeen synthetic 1-substituted 1,2,4-triazoles exerted a significant effect on the bacteria B. subtilis, S. aureus, E. coli and P. aeruginosa. The least sensitive to the effects of the triazoles was S. aureus. With all triazole derivatives and their combinations, B. subtilis and P. aeruginosa exhibited IC50 and MIC values several times higher than with ampicillin. The most effective triazoles have a N-phenyl ring or benzimidinoyl ring substituted with one or several chlorine atoms. The highest tested concentration of the three most effective triazoles influenced the specific growth rate.

• MeSH
• Anti-Bacterial Agents pharmacology   MeSH
• Bacteria drug effects   MeSH
• Gram-Negative Bacteria drug effects   MeSH
• Gram-Positive Bacteria drug effects   MeSH
• Enzyme Inhibitors pharmacology   MeSH
• Microbial Sensitivity Tests MeSH
• Triazoles chemistry   pharmacology   MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Comparative Study MeSH
• Names of Substances
• 1,2,4-triazole MeSH Browser
• Anti-Bacterial Agents MeSH
• Enzyme Inhibitors MeSH
• Triazoles MeSH

Two synthetic 2,6-disubstituted 4-anilinoquinazolines exerted a significant effect on the G+ bacteria Bacillus subtilis and staphylococcus aureus. None of 12 tested derivatives influenced Escherichia coli, Proteus mirabilis and Pseudomonas aeruginosa. Derivatives having the aromatic ring non-substituted or substituted by bromine, the pyrimidine ring by phenyl, morpholine or piperidine and the aniline skeleton non-substituted or substituted by methyl or amino group exerted a considerable antibacterial activity.

• MeSH
• Aniline Compounds chemistry   pharmacology   MeSH
• Anti-Bacterial Agents chemistry   pharmacology   MeSH
• Drug Resistance, Microbial MeSH
• Bacillus subtilis drug effects   MeSH
• Quinazolines chemistry   pharmacology   MeSH
• Microbial Sensitivity Tests MeSH
• Staphylococcus aureus drug effects   MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Names of Substances
• Aniline Compounds MeSH
• Anti-Bacterial Agents MeSH
• Quinazolines MeSH

The Cu(II)-tetraaza macrocyclic complex exhibited antimicrobial effects on bacteria, yeasts and filamentous fungi. The highest antibacterial activity was found with B. subtilis and S. aureus, the respective IC50 values being 18 and 80 micrograms/L and the MIC values 50 and 1000 micrograms/L. A concentration of 1 mg/L exerted a bacteriocide effect on S. aureus. The MIC value for B. subtilis was 250 times lower and for P. aeruginosa 10 times lower than the corresponding values for ampicillin. The Cu-complex was inactive against all tested yeasts. The strongest antifungal effect was manifested for R. nigricans, with an IC50 value under 0.1 mg/L, whereas in A. alternata the IC50 was 13.5 mg/L.

• MeSH
• Anti-Bacterial Agents pharmacology   MeSH
• Antifungal Agents pharmacology   MeSH
• Bacillus subtilis drug effects   MeSH
• Escherichia coli drug effects   MeSH
• Microbial Sensitivity Tests MeSH
• Organometallic Compounds pharmacology   MeSH
• Pseudomonas aeruginosa drug effects   MeSH
• Staphylococcus aureus drug effects   MeSH
• Superoxide Dismutase metabolism   MeSH
• Publication type
• Journal Article MeSH
• Research Support, Non-U.S. Gov't MeSH
• Comparative Study MeSH
• Names of Substances
• Anti-Bacterial Agents MeSH
• Antifungal Agents MeSH
• copper tetrabenzo(b,f,j,n)-1,5,9,13-tetraazacyclohexadecine MeSH Browser
• Organometallic Compounds MeSH
• Superoxide Dismutase MeSH