scholarly journals Equilibria in Aqueous Cobalt(II)—Reduced Schiff Base N-(2-hydroxybenzyl)alanine System: Chemical Characterization, Kinetic Analysis, Antimicrobial and Cytotoxic Properties

Molecules ◽  
2020 ◽  
Vol 25 (15) ◽  
pp. 3462
Author(s):  
Magdalena Woźniczka ◽  
Manas Sutradhar ◽  
Armando J. L. Pombeiro ◽  
Mirosława Świątek ◽  
Marek Pająk ◽  
...  

The present study describes the coordination properties of a reduced Schiff base, N-(2-hydroxybenzyl)alanine, towards cobalt(II) using potentiometric as well as spectroscopic (UV-Vis and ESI-MS) methods. The results indicate the formation of six mononuclear complexes showing high stability in aqueous solution. Coordination occurs in the {O−phenolic,N,O−carboxyl} and {N,O−carboxyl} chelation modes, depending on the degree of ligand deprotonation. Examination of the complexation equilibria at pH ca 7, which is important from a biological point of view, allowed to identify two species: [CoL] and [CoL2H]−. The kinetic analysis showed a structural change of those cobalt(II) complexes from octahedral to tetrahedral in accordance with a first-order time relationship. The antimicrobial properties of N-(2-hydroxybenzyl)alanine, cobalt(II) nitrate and of the Co(II) – ligand complexes were determined against Gram-positive bacteria (Enterococcus faecalis, Staphylococcus aureus, Staphylococcus epidermidis), Gram-negative bacteria (Pseudomonas aeruginosa, Escherichia coli, Helicobacter pylori) and a fungal strain (Candida). The results indicate that the complexes are more active for more strains than the ligand alone. Nevertheless, the complexes induce a higher decrease in the metabolic activity of cells but without damage to nuclei. Tetrahedral structures show stronger anti-cellular toxicity than octahedral complexes, which is most likely due to the higher accessibility of the cobalt(II) center.

2000 ◽  
Vol 44 (4) ◽  
pp. 848-852 ◽  
Author(s):  
C. M. Kunin ◽  
W. Y. Ellis

ABSTRACT Mefloquine was found to have bactericidal activity against methicillin- and fluoroquinolone-susceptible and -resistant strains ofStaphylococcus aureus and Staphylococcus epidermidis and gentamicin- and vancomycin-resistant strains ofEnterococcus faecalis and Enterococcus faecium. The MICs were 16 μg/ml, and the minimal bactericidal concentrations (MBCs) were 16 to 32 μg/ml. These concentrations cannot be achieved in serum. Mefloquine was active at a more achievable concentration against penicillin-susceptible and -resistant Streptococcus pneumoniae, with MICs of 0.2 to 1.5 μg/ml. Mefloquine was not active against gram-negative bacteria and yeasts. In an attempt to find more active derivatives, 400 mefloquine-related compounds were selected from the chemical inventory of The Walter Reed Army Institute of Research. We identified a series of compounds containing a piperidine methanol group attached to pyridine, quinoline, and benzylquinoline ring systems. These had activities similar to that of mefloquine against S. pneumoniae but were far more active against other gram-positive bacteria (MICs for staphylococci, 0.8 to 6.3 μg/ml). They had activities similar to that of amphotericin B againstCandida spp. and Cryptococcus neoformans. Combinations of the compounds with gentamicin and vancomycin were additive against staphylococci and pneumococci. The MIC and MBC of gentamicin were decreased by four- to eightfold when this drug was combined with limiting dilutions of the compounds. There was no antagonism with other antimicrobial drugs. The compounds were rapidly bactericidal. They appear to act by disrupting cell membranes. Combinations of the compounds with aminoglycoside antibiotics may have potential for therapeutic use.


2019 ◽  
Vol 17 (72) ◽  
pp. 129-138
Author(s):  
Yasmine Kadom. Al-Majedy

Novel Quinozolins were synthesized in a good yield through convert lacton to lactam and study the biological activity of the synthesized compounds. Quinozolins were characterized by elemental analysis, FT-IR and UV/visible spectra. The novel Quinozolins have been tested in vitro against (gram positive bacteria Staphylococcus aureus and against other gram negative bacteria, such as Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Proteus vulgaris; in order to assess their antimicrobial properties. Moreover, charge, bond length, bond angle, twist angle, heat of formation and steric energy were calculated by using of the ChemOffice program. The study indicates that these Quinozolins have high activity against tested bacteria. Based on the reported results, it may be concluded that the coumarin act as synthons for synthesis of new Quinozolins derivatives through the replacement of oxygen atom by nitrogen atom.


Foods ◽  
2019 ◽  
Vol 8 (1) ◽  
pp. 31 ◽  
Author(s):  
Yushuang Lu ◽  
Xiaojian Zhao ◽  
Sheng Fang

The effect of hydrogen peroxide (H2O2) oxidation on the physicochemical, gelation and antimicrobial properties of gellan gum was studied. The oxidized gellan gum (OGG) was characterized by measuring the carboxyl/carbonyl group contents, Fourier transform infrared spectroscopy (FTIR) and proton nuclear magnetic resonance (1H-NMR) spectroscopy. The H2O2 oxidation resulted in a large increase in the carboxyl groups in gellan gum. The OGG lost gelation ability by oxidation even in the presence of metal ions. The antimicrobial activities of the OGG against Gram-positive bacteria (Staphylococcus aureus), Gram-negative bacteria (Escherichia coli), and fungal (Aspergillus niger) were tested. The OGG could inhibit the growth of both bacteria and fungal, and the activity was improved with an increase in the oxidation level. Finally, the application of the OGG as an active coatings material to extend the storage of apples was tested.


2000 ◽  
Vol 44 (10) ◽  
pp. 2701-2705 ◽  
Author(s):  
Hong Zhang ◽  
Shigenobu Yoshida ◽  
Tomoyasu Aizawa ◽  
Ritsuko Murakami ◽  
Masato Suzuki ◽  
...  

ABSTRACT ASABF is a CSαβ-type antimicrobial peptide that contains four intramolecular disulfide bridges (Y. Kato and S. Komatsu, J. Biol. Chem. 271:30493–30498, 1996). In the present study, a recombinant ASABF was produced by using a yeast expression system, and its antimicrobial activity was characterized in detail. The recombinant ASABF was active against all gram-positive bacteria tested (7 of 7; minimum bactericidal concentration [MBC], 0.03 to 1 μg/ml) exceptLeuconostoc mesenteroides, some gram-negative bacteria (8 of 14; MBC, >0.5 μg/ml), and some yeasts (3 of 9; MBC >3 μg/ml). Slight hemolytic activity (4.2% at 100 μg/ml) against human erythrocytes was observed only under low-ionic-strength conditions. Less than 1 min of contact was enough to kill Staphylococcus aureus ATCC 6538P. The bactericidal activity against S. aureus was inhibited by salts.


2021 ◽  
Vol 8 (3) ◽  
Author(s):  
Rani Maharani ◽  
Orin Inggriani Napitupulu ◽  
Jelang M. Dirgantara ◽  
Ace Tatang Hidayat ◽  
Dadan Sumiarsa ◽  
...  

Antimicrobial peptides (AMPs) are interesting compounds owing to their ability to kill several pathogens. In order to identify new AMPs, c-PLAI analogues were synthesized and evaluated together with their linear precursors for their antimicrobial properties against two Gram-positive bacteria ( Staphylococcus aureus and Bacillus cereus ), two Gram-negative bacteria ( Escherichia coli and Klebsiella pneumoniae ), and two fungal strains ( Candida albicans and Trichophyton mentagrophytes ). The new c-PLAI analogues were prepared through a combination of solid- and solution-phase syntheses, as previously employed for the synthesis of c-PLAI. The antimicrobial activity tests showed that the synthetic parent peptide c-PLAI was inactive or weakly active towards the bioindicators employed in the assay. The tests also indicated that cyclic c-PLAI analogues possessed enhanced antimicrobial properties against most of the bacteria and fungi tested. Furthermore, this study revealed that analogues containing cationic lysine residues displayed the highest activity towards most bioindicators. A combination of lysine and aromatic residues yielded analogues with broad-spectrum antimicrobial properties.


Author(s):  
Bianca PizzornoBackx ◽  
Mayara Santana dos Santos ◽  
Otávio Augusto Leitão dos Santos ◽  
Sérgio Antunes Filho

: Nanotechnology is an area of science able to develop new materials. The relation between nanotechnology and microbiology is essential for the development of new drugs and vaccines. The main advantage of blend in both areas is to associate the latest technology to obtain new ways to solve problems related to microorganisms. This review seeks to investigate nanoparticle formation's antimicrobial properties, primarily when connected to the green synthesis of silver nanoparticles. The development of new sustainable methods for nanoparticle production has been instrumental in designing alternative, non-toxic, energy-friendly, and environmentally friendly routes. In this sense, it is necessary to study silver nanoparticles' green synthesis concerning their antimicrobial properties. Antimicrobial mechanisms of silver nanoparticles demonstrate efficiency to gram-positive bacteria, gram-negative bacteria, fungi, viruses, and parasites. However, attention is needed with the emergence of resistance to these antimicrobials. This article seeks to relate the parameters of green silver-based nanosystems with the efficiency of antimicrobial activity.


2002 ◽  
Vol 46 (9) ◽  
pp. 3071-3074 ◽  
Author(s):  
Hee-Jeong Yun ◽  
Yu-Hong Min ◽  
Jung-A Lim ◽  
Jin-Wook Kang ◽  
So-Young Kim ◽  
...  

ABSTRACT The in vitro and in vivo activities of DW286, a novel fluoronaphthyridone with potent antibacterial activity, were compared with those of ciprofloxacin, gemifloxacin, sparfloxacin, and trovafloxacin. Against gram-positive bacteria, such as Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus pneumoniae, and Enterococcus faecalis, the in vitro activity of DW286 was stronger than that of any other reference antibiotic. Against gram-negative bacteria, the activity of DW286 was similar to those of trovafloxacin and gemifloxacin but was weaker than that of ciprofloxacin. In a mouse systemic infection caused by three S. aureus strains, including methicillin-resistant S. aureus and quinolone-resistant S. aureus (QRSA), DW286 demonstrated the most potent activity, as found in vitro. Specially, DW286 is ≥8-fold more active against QRSA than the other fluoroquinolones. And the 50% protective doses for DW286 were correspondent with the in vitro activities.


2011 ◽  
Vol 55 (6) ◽  
pp. 2688-2692 ◽  
Author(s):  
Lu Wang ◽  
Barbara Belisle ◽  
Mansour Bassiri ◽  
Ping Xu ◽  
Dmitri Debabov ◽  
...  

ABSTRACTDuring oxidative burst, neutrophils selectively generate HOCl to destroy invading microbial pathogens. Excess HOCl reacts with taurine, a semi-essential amino acid, resulting in the formation of the longer-lived biogenerated broad-spectrum antimicrobial agent,N-chlorotaurine (NCT). In the presence of an excess of HOCl or under moderately acidic conditions, NCT can be further chlorinated, or it can disproportionate to produceN,N-dichlorotaurine (NNDCT). In the present study, 2,2-dimethyltaurine was used to prepare a more stableN-chlorotaurine, namely,N,N-dichloro-2,2-dimethyltaurine (NVC-422). In addition, we report on the chemical characterization,in vitroantimicrobial properties, and cytotoxicity of this compound. NVC-422 was shown effectively to kill all 17 microbial strains tested, including antibiotic-resistantStaphylococcus aureusandEnterococcus faecium. The minimum bactericidal concentration of NVC-422 against Gram-negative and Gram-positive bacteria ranged from 0.12 to 4 μg/ml. The minimum fungicidal concentrations againstCandida albicansandCandida glabratawere 32 and 16 μg/ml, respectively. NVC-422 has anin vitrocytotoxicity (50% cytotoxicity = 1,440 μg/ml) similar to that of NNDCT. Moreover, our data showed that this agent possesses rapid, pH-dependent antimicrobial activity. At pH 4, NVC-422 completely killed bothEscherichia coliandS. aureuswithin 5 min at a concentration of 32 μg/ml. Finally, the effect of NVC-422 in the treatment of anE. coli-infected granulating wound rat model was evaluated. Treatment of the infected granulating wound with NVC-422 resulted in significant reduction of the bacterial tissue burden and faster wound healing compared to a saline-treated control. These findings suggest that NVC-422 could have potential application as a topical antimicrobial.


2011 ◽  
Vol 55 (5) ◽  
pp. 1883-1890 ◽  
Author(s):  
Tsuimin Tsai ◽  
Hsiung-Fei Chien ◽  
Tze-Hsien Wang ◽  
Ching-Tsan Huang ◽  
Yaw-Bee Ker ◽  
...  

ABSTRACTAntimicrobial photodynamic inactivation (PDI) was shown to be a promising treatment modality for microbial infections. This study explores the effect of chitosan, a polycationic biopolymer, in increasing the PDI efficacy against Gram-positive bacteria, includingStaphylococcus aureus,Staphylococcus epidermidis,Streptococcus pyogenes, and methicillin-resistantS. aureus(MRSA), as well as the Gram-negative bacteriaPseudomonas aeruginosaandAcinetobacter baumannii. Chitosan at <0.1% was included in the antibacterial process either by coincubation with hematoporphyrin (Hp) and subjection to light exposure to induce the PDI effect or by addition after PDI and further incubation for 30 min. Under conditions in which Hp-PDI killed the microbe on a 2- to 4-log scale, treatment with chitosan at concentrations of as low as 0.025% for a further 30 min completely eradicated the bacteria (which were originally at ∼108CFU/ml). Similar results were also found with toluidine blue O (TBO)-mediated PDI in planktonic and biofilm cells. However, without PDI treatment, chitosan alone did not exert significant antimicrobial activity with 30 min of incubation, suggesting that the potentiated effect of chitosan worked after the bacterial damage induced by PDI. Further studies indicated that the potentiated PDI effect of chitosan was related to the level of PDI damage and the deacetylation level of the chitosan. These results indicate that the combination of PDI and chitosan is quite promising for eradicating microbial infections.


2003 ◽  
Vol 07 (11) ◽  
pp. 755-760 ◽  
Author(s):  
Tatyana O. Philippova ◽  
Boris N. Galkin ◽  
Oksana Yu. Zinchenko ◽  
Maria Yu. Rusakova ◽  
Vladimir A. Ivanitsa ◽  
...  

The antimicrobial activity of new meso-tetrakis(N-methyl-6-quinolinyl)-substituted porphyrins and meso-tetrakis(N-methyl-6-quinolinyl)-substituted chlorins is described. The dark toxicity and photosensitising potentials of free-base (TQP and TQC) and its Sn(IV)-complexes [(TQP)Sn(IV) and (TQC)Sn(IV)] were tested on Gram-positive (Staphylococus aureus), Gram-negative (Escherichia coli and Pseudomonas aeruginosa) bacteria and two species of yeasts (Candida albicans and Rhodotorula bogoriensis). The results described in this paper show that TQP and (TQP)Sn(IV) did not inhibit the growth of S. aureus in the dark, but efficiently photosensitize the inactivation of this Gram-positive bacteria. These porphyrins have no appreciable photosensitizing activity towards Gram-negative bacteria. However, (TQP)Sn(IV) shows high dark toxicity against E. coli and P. aeruginosa. The free-base derivatives demonstrated dark activity only in the case of P. aeruginosa. We suppose that these meso-tetrakis(N-methyl-6-quinolinyl)-substituted porphyrins can bind to the Gram-negative bacteria outer membrane receptors that transported vitamin B12. The meso-substituted chlorins TQC and (TQC)Sn(IV) have shown similar efficiency in the dark- and photoinactivation of S. aureus. They revealed a middle level of dark toxicity towards Gram-negative bacteria. The Sn(IV)-complex of chlorin in comparison with free base and metalloporphyrins are more effective in photoinactivation of Gram-negative bacteria. Yeasts, such as Candida albicans and Rhodotorula bogoriensis are more sensitive to photodynamic inactivation as bacterial cells. The effects of (TQP)Sn(IV) and (TQC)Sn(IV) are more expressed than effects of free bases.


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