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.

• Klíčová slova
• Anticancer, Antimicrobial, BSA binding, Ga(III) complexes, Potentiometry, Stability,
• MeSH
• buněčné linie MeSH
• komplexní sloučeniny * farmakologie   chemie   MeSH
• lidé MeSH
• ligandy MeSH
• molekulární struktura MeSH
• nádory * MeSH
• pyridiny farmakologie   MeSH
• sérový albumin hovězí metabolismus   MeSH
• Check Tag
• lidé MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• komplexní sloučeniny * MeSH
• ligandy MeSH
• pyridiny MeSH
• sérový albumin hovězí 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.

• Klíčová slova
• DNA interaction, anticancer activity, antimicrobial activity, cell cycle arrest, crystal structure, dipeptide, silver(I) complexes, stability, topoisomerase I inhibition,
• MeSH
• antiinfekční látky chemická syntéza   chemie   farmakologie   MeSH
• buněčný cyklus účinky léků   MeSH
• chemické jevy MeSH
• dipeptidy chemie   MeSH
• komplexní sloučeniny chemická syntéza   chemie   farmakologie   MeSH
• krystalografie rentgenová MeSH
• lidé MeSH
• molekulární konformace MeSH
• nádorové buněčné linie MeSH
• protinádorové látky chemická syntéza   chemie   farmakologie   MeSH
• simulace molekulární dynamiky MeSH
• spektrální analýza MeSH
• stabilita léku MeSH
• stříbro chemie   MeSH
• techniky syntetické chemie MeSH
• termogravimetrie MeSH
• vztah mezi dávkou a účinkem léčiva MeSH
• vztahy mezi strukturou a aktivitou MeSH
• Check Tag
• lidé MeSH
• Publikační typ
• časopisecké články MeSH
• Názvy látek
• antiinfekční látky MeSH
• dipeptidy MeSH
• komplexní sloučeniny MeSH
• protinádorové látky MeSH
• stříbro 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
• antibakteriální látky farmakologie   MeSH
• antifungální látky farmakologie   MeSH
• Bacillus subtilis účinky léků   růst a vývoj   MeSH
• chinazoliny chemie   farmakologie   MeSH
• houby účinky léků   růst a vývoj   MeSH
• mikrobiální testy citlivosti MeSH
• Staphylococcus aureus účinky léků   růst a vývoj   MeSH
• triazoly chemie   farmakologie   MeSH
• vztahy mezi strukturou a aktivitou MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• antibakteriální látky MeSH
• antifungální látky MeSH
• chinazoliny MeSH
• triazoly 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
• antibakteriální látky chemie   farmakologie   MeSH
• isothiokyanatany chemie   farmakologie   toxicita   MeSH
• krysa rodu Rattus MeSH
• mikrobiální testy citlivosti MeSH
• mutageny chemie   toxicita   MeSH
• potkani Wistar MeSH
• Salmonella typhimurium účinky léků   MeSH
• testy genotoxicity MeSH
• zvířata MeSH
• Check Tag
• krysa rodu Rattus MeSH
• zvířata MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• antibakteriální látky MeSH
• isothiokyanatany MeSH
• mutageny 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
• anthokyaniny metabolismus   MeSH
• antibakteriální látky MeSH
• antiinfekční látky farmakologie   MeSH
• Bacteria účinky léků   MeSH
• Botrytis cytologie   účinky léků   MeSH
• Chenopodiaceae účinky léků   metabolismus   MeSH
• chinoliny chemie   farmakologie   MeSH
• houby účinky léků   MeSH
• mikrobiální testy citlivosti MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• anthokyaniny MeSH
• antibakteriální látky MeSH
• antiinfekční látky MeSH
• chinoliny MeSH
• quinoline-4-carboxylic acid MeSH Prohlížeč

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
• antibakteriální látky farmakologie   MeSH
• Bacillus subtilis účinky léků   MeSH
• Bacteria účinky léků   růst a vývoj   MeSH
• chinazoliny chemie   farmakologie   MeSH
• Escherichia coli účinky léků   MeSH
• mikrobiální testy citlivosti MeSH
• Pseudomonas aeruginosa účinky léků   MeSH
• Staphylococcus aureus účinky léků   MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• srovnávací studie MeSH
• Názvy látek
• antibakteriální látky MeSH
• chinazoliny 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
• antibakteriální látky chemická syntéza   chemie   farmakologie   MeSH
• Bacillus subtilis účinky léků   MeSH
• Bacteria účinky léků   MeSH
• chinazoliny chemická syntéza   chemie   farmakologie   MeSH
• Escherichia coli účinky léků   MeSH
• mikrobiální testy citlivosti MeSH
• Pseudomonas aeruginosa účinky léků   MeSH
• Staphylococcus aureus účinky léků   MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• antibakteriální látky MeSH
• chinazoliny 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
• antibakteriální látky farmakologie   MeSH
• Bacteria účinky léků   MeSH
• gramnegativní bakterie účinky léků   MeSH
• grampozitivní bakterie účinky léků   MeSH
• inhibitory enzymů farmakologie   MeSH
• mikrobiální testy citlivosti MeSH
• triazoly chemie   farmakologie   MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• srovnávací studie MeSH
• Názvy látek
• 1,2,4-triazole MeSH Prohlížeč
• antibakteriální látky MeSH
• inhibitory enzymů MeSH
• triazoly 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
• aniliny chemie   farmakologie   MeSH
• antibakteriální látky chemie   farmakologie   MeSH
• antibiotická rezistence MeSH
• Bacillus subtilis účinky léků   MeSH
• chinazoliny chemie   farmakologie   MeSH
• mikrobiální testy citlivosti MeSH
• Staphylococcus aureus účinky léků   MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• Názvy látek
• aniliny MeSH
• antibakteriální látky MeSH
• chinazoliny 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
• antibakteriální látky farmakologie   MeSH
• antifungální látky farmakologie   MeSH
• Bacillus subtilis účinky léků   MeSH
• Escherichia coli účinky léků   MeSH
• mikrobiální testy citlivosti MeSH
• organokovové sloučeniny farmakologie   MeSH
• Pseudomonas aeruginosa účinky léků   MeSH
• Staphylococcus aureus účinky léků   MeSH
• superoxiddismutasa metabolismus   MeSH
• Publikační typ
• časopisecké články MeSH
• práce podpořená grantem MeSH
• srovnávací studie MeSH
• Názvy látek
• antibakteriální látky MeSH
• antifungální látky MeSH
• copper tetrabenzo(b,f,j,n)-1,5,9,13-tetraazacyclohexadecine MeSH Prohlížeč
• organokovové sloučeniny MeSH
• superoxiddismutasa MeSH