scholarly journals Synthesis, Properties and Antimicrobial Activity of 5-Trifluoromethyl-2-formylphenylboronic Acid

Molecules ◽  
2020 ◽  
Vol 25 (4) ◽  
pp. 799 ◽  
Author(s):  
Agnieszka Adamczyk-Woźniak ◽  
Jan T. Gozdalik ◽  
Dorota Wieczorek ◽  
Izabela D. Madura ◽  
Ewa Kaczorowska ◽  
...  

2-Formylphenylboronic acids display many interesting features, not only from synthetic but also from an application as well as structural points of view. 5-Trifluoromethyl-2-formyl phenylboronic acid has been synthesized and characterized in terms of its structure and properties. The presence of an electron-withdrawing substituent results in a considerable rise in the acidity in comparison with its analogues. In some solutions, the title compound isomerizes with formation of the corresponding 3-hydroxybenzoxaborole. Taking into account the probable mechanism of antifungal action of benzoxaboroles, which blocks the cytoplasmic leucyl-tRNA synthetase (LeuRS) of the microorganism, docking studies with the active site of the enzymes have been carried out. It showed possible binding of the cyclic isomer into the binding pocket of Candida albicans LeuRS, similar to that of the recently approved benzoxaborole antifungal drug (AN2690, Tavaborole, Kerydin). In case of Escherichia coli LeuRS, the opened isomer displays a much higher inhibition constant in comparison with the cyclic one. The antimicrobial activity of the title compound was also investigated in vitro, showing moderate action against Candida albicans. The compound reveals higher activity against Aspergillus niger as well as bacteria such as Escherichia coli and Bacillus cereus. In case of Bacillus cereus, the determined Minimum Inhibitory Concentration (MIC) value is lower than that of AN2690 (Tavaborole). The results confirm potential of 2-formylphenylboronic acids as antibacterial agents and give a hint of their possible mechanism of action.

2020 ◽  
Vol 151 ◽  
pp. 15550-15558
Author(s):  
Amégninou Agban ◽  
Yao Hoekou ◽  
Passimna Pissang ◽  
Tchadjobo Tchacondo ◽  
Komlan Batawila

Objectif : L’objectif de ce travail était d’évaluer in vitro l’activité antimicrobienne des extraits de feuilles et tige de Jatropha multifida sur la croissance de Candida albicans, Escherichia coli et Staphylococcus aureus, puis d’évaluer in vivo la toxicité de cette plante. Méthodologie et résultats : Les méthodes de diffusion en milieu gélosé et de microdilution en milieu liquide ont été utilisées pour évaluer l’effet antimicrobien. Une étude en subaigüe était réalisée afin d’explorer les effets toxiques de l’extrait aqueux des feuilles. Les résultats des tests antimicrobiens montrent une activité des extraits de feuilles et tige de J. multifida sur la croissance des souches utilisées avec des diamètres de zones d’inhibition allant de 8 à 25 mm et des concentrations minimales inhibitrices (CMI) variant de 0,039 mg/mL à 1,25 mg/mL à l’exception des souches de E. coli qui sont résistantes aux extraits de la tige. L’administration en subaigüe de l’extrait aqueux des feuilles de J. multifida à la dose de 600 mg/kg entraîne une perte significative de poids chez les souris. Conclusion et applications des résultats : Les extraits aqueux, éthanolique et hydroéthanolique des feuilles et tige de J. multifida possèdent d’activité antimicrobienne et pourraient être utilisés dans le traitement des Candidoses à C. albicans et des infections à S. aureus. Mais l’essai de toxicité subaigüe montre que l’extrait aqueux de la plante serait toxique. Des études toxicologiques approfondies restent donc nécessaires sur ces extraits afin de mieux élucider leur inocuité. Mots-clés : Jatropha multifida, extraits de feuilles et de tige, activités antifongique et antibactérienne, toxicité. Agban et al., J. Appl. Biosci. 2020 Evaluation du potentiel antimicrobien et de la toxicité des extraits de Jatropha multifida Linn, (Euphorbiaceae) 15551 Evaluation of antimicrobial potential and toxicity of Jatropha multifida Linn, (Euphorbiaceae) extracts ABSTRACT Objective: The objective of this study was to evaluate in vitro the antimicrobial activity of leaves and stem of Jatropha multifida extracts against Candida albicans, Escherichia coli and Staphylococcus aureus, and then to evaluate in vivo the toxicity of this plant. Methodology and Results: The agar well-diffusion and the NCCLS broth microdilution methods were used to assess the antimicrobial effect. A subacute study was carried out to explore the toxic effects of the aqueous extract of the leaves. The results of the antimicrobial tests show an activity of the extracts of leaves and stems of J. multifida on the growth of the strains used with diameters of inhibitory zones ranging from 8 to 25 mm and minimum inhibitory concentrations (MIC) varying from 0.039 mg/mL to 1.25 mg/mL exception E. coli strains which are resistant to extracts from the stem. Subacute administration of the aqueous extract of the leaves of J. multifida at a dose of 600 mg/kg leads to a significant loss of weight in the mice. Conclusion and application of findings : The aqueous, ethanolic and hydroethanolic extracts of the leaves and stem of J. multifida have antimicrobial activity and could be used in the treatment of Candidiasis and bacterial infections due respectively to C. albicans and S. aureus. But the subacute toxicity test shows that the aqueous extract of the plant would be toxic. Extensive toxicological studies therefore remain necessary on these extracts in order to better elucidate their safety. Keywords: Jatropha multifida extracts of leaves and stem, antifungal and antibacterial activities, toxicity


2015 ◽  
Vol 10 (6) ◽  
pp. 1934578X1501000 ◽  
Author(s):  
Prabodh Satyal ◽  
Bhuwan K. Chhetri ◽  
Noura S. Dosoky ◽  
Ambika Poudel ◽  
William N. Setzer

The essential oil from the dried rhizome of Nardostachys grandiflora, collected from Jaljale, Nepal, was obtained in 1.4% yield, and a total of 72 compounds were identified constituting 93.8% of the essential oil. The rhizome essential oil of N. grandiflora was mostly composed of calarene (9.4%), valerena-4,7(11)-diene (7.1%), nardol A (6.0%), 1(10)-aristolen-9-ol (11.6%), jatamansone (7.9%), valeranal (5.6%), and cis-valerinic acid (5.7%). The chemical composition of N. grandiflora rhizome oil from Nepal is qualitatively very different than those from Indian, Chinese, and Pakistani Nardostachys essential oils. In this study we have evaluated the chemical composition and biological activities of N. grandiflora from Nepal. Additionally, 1(10)-aristolen-9-ol was isolated and the structure determined by NMR, and represents the first report of this compound from N. grandiflora. N. grandiflora rhizome oil showed in-vitro antimicrobial activity against Bacillus cereus, Escherichia coli, and Candida albicans (MIC = 156 μg/mL), as well as in-vitro cytotoxic activity on MCF-7 cells.


Author(s):  
Rajanikanth Garapati ◽  
N. Ramesh

Objective: In vitro investigated the potential of methanol extracts of micro-propagated C. orchiodes in the antimicrobial property against the three gram-negative bacteria, two gram-positive and one fungal filament.Methods: The micro propagated callus methanol extract was examined against Escherichia coli, Proteus vulgaris, Salmonella typhimurium, Pseudomonas aeruginosa, Staphylococcus aureus, Bacillus cereus and Candida albicans. The zone of inhibitions are determined at 10 mg/ml concentration of methanol extracts of callus on agar well plate and MIC against tested microorganism.Results: The highest antibacterial activity recorded in Staphylococcus aureus Bacillus cereus and followed by Candida albicans. Antibacterial activity of leaf extracts of A. reticulata was also significant against the tested microorganisms Escherichia coli, Salmonella typhi, Proteus vulgaris, Pseudomonas aeruginosa compared to ciprofloxacin.Conclusion: Based on the above observations, these extracts were further evaluated for their effect on microorganisms causing infections like typhoid fever, urinary tract infections, septicemia, toxic shock syndrome, skin infection, nosocomial infection, arthritis and diarrhoea. The results also suggest that these plants serve a therapeutic purpose in the treatment bacterial infections.


Medicina ◽  
2011 ◽  
Vol 47 (3) ◽  
pp. 24 ◽  
Author(s):  
Vilma Jurkštienė ◽  
Alvydas Pavilonis ◽  
Daiva Garšvienė ◽  
Algirdas Juozulynas ◽  
Laimutė Samsonienė ◽  
...  

The aim of the study was to determine antimicrobial activity of rhaponticum and shrubby cinquefoil extracts. Material and Methods. Ethanol extract from the leaves of rhaponticum (Rhaponticum carthamoides D.C. Iljin) and shrubby cinquefoil (Potentilla fruticosa L.) was produced at the Department of Food Technology, Kaunas University of Technology. The antimicrobial activity of the viscous extract or rhaponticum and shrubby cinquefoil was evaluated using standard microorganism cultures (bacteria Staphylococcus aureus ATCC 25923, Enterococcus faecalis ATCC 29212, Escherichia coli ATCC 25922, Klebsiella pneumoniae ATCC 33499, Pseudomonas aeruginosa ATCC 27853, Proteus mirabilis ATCC 12459, Bacillus subtilis ATCC 6633, Bacillus cereus ATCC 8035 and fungi Candida albicans ATCC 60193). The minimum inhibitory concentration (MIC) of the examined preparations was determined. Results. Both studied preparations – rhaponticum (Rhaponticum carthamoides D.C. Iljin) and shrubby cinquefoil (Potentilla fruticosa L.) – demonstrated similar antimicrobial activity. The highest sensitivity to the studied preparations was observed in microbes with eukaryotic cell structure: Candida albicans, which is a fungus, and a spore-forming prokaryotic bacterium, Bacillus cereus. The highest resistance was observed in Escherichia coli and Klebsiella pneumoniae. Conclusions. The studied preparations – viscous extracts of rhaponticum and shrubby cinquefoil – are substances with antimicrobial activity against gram-positive (Staphylococcus aureus and Enterococcus faecalis) and gram-negative (Escherichia coli, Klebsiella pneumoniae, Pseudomonas aeruginosa, and Proteus mirabilis) bacteria, spore-forming bacteria (Bacillus subtilis and Bacillus cereus), and fungi (Candida albicans).


Antibiotics ◽  
2021 ◽  
Vol 10 (10) ◽  
pp. 1158
Author(s):  
Abdelsamed I. Elshamy ◽  
Tarik A. Mohamed ◽  
Eman M. Elkady ◽  
Ibrahim A. Saleh ◽  
Ahmed A. El-Beih ◽  
...  

The organic extracts of the Red Sea soft coral Paralemnalia thyrsoides has led to the identification of two neolemnane-type sesquiterpenoids: paralemnolins X and Y (1, 2). In addition to these newly characterized compounds, ten known metabolites (3–12) were isolated. Previously reported compounds were elucidated by literature comparison of spectroscopic data (1D and 2D NMR as well as MS data). In vitro antimicrobial activity was investigated for compounds (1–12) against Staphylococcus aureus, Escherichia coli, Candida albicans and Aspergillus niger. Compound 5 showed antimicrobial activity against all assayed microorganisms.


2021 ◽  
Vol 14 (03) ◽  
pp. 249-253
Author(s):  
Nicholas Chinedu Ewelike ◽  
Joy Chinyere Okammadu ◽  
Vincent Ezechukwu Ogwudire ◽  
Raymond Ikechukwu Nnadozie

Methanolic and aqueous leaf extracts of Chrysophyllum albidum (African star apple) and Garcinia kola (bitter kola) were studied for in-vitro microbial activity using the disc diffusion technique. The aqueous and methanolic leaf extracts of Chrysophyllum albidum showed antimicrobial activity against Escherichia coli, Staphylococcus aureus and Candida albicans but showed no antibacterial activity against Klebsiella pneumonia. The methanolic leaf extract of Garcinia kola inhibited the growth of Escherichia coli, Staphylococcus aureus and Klebsiella pneumonia while the aqueous extract of the leaf inhibited the growth of Staphylococcus aureus and Escherichia coli. Both methanolic and aqueous leaf extracts of the plant showed no antifungal activity against Candida albicans. The minimum inhibitory concentrations of the leaf extracts of Chrysophyllum albidum ranged from 12.5 mgL-1 to 25 mgL-1 while those of Garcinia kola ranged from 25 mgL-1 to 50 mgL-1. The results obtained suggest that the leaves of these plants can be used in treating diseases caused by the test organisms. The further investigation on the crude extracts would characterize bioactive components of the leaves of Chrysophyllum albidum and Garcinia kola.


Author(s):  
Abdullahi Sobola ◽  
Gary Watkins

The aim of this study was to synthesize and evaluate the antimicrobial activity of Cu(II) complexes of some substituted salicylaldimines with benzimidazole nucleus. The salicylaldimine ligands were prepared by condensing 2-aminobenzimidazole with salicylaldehyde, o-vanillin and p-vanillin. All the compounds and the Cu(II) complexes were characterized by elemental , electronic, infrared and molar conductivity data. In addition, the structures of the ligands were confirmed with 1H-NMR and 13C-NMR spectral data. Both the ligands and the Cu(II) complexes have been screened for their in vitro antimicrobial activity against Staphylococcus aureus subsp. aureus ATCC® 6538™, Bacillus substillis subsp. spizizenii ATCC® 6633™*, Escherichia coli ATCC® 8739™* and Candida albicans ATCC® 2091™* using agar diffusion and broth dilution techniques. The ligands coordinated to the Cu(II) ion in a 1:2 (M:L) ratio as tridentate monobasic species via the imine-N, the imidazole-N and the phenolic–O to give six-coordinated Cu(II) complexes. The free ligands exhibited varying antimicrobial activity on the tested organisms from low activity to significant potency. Candida albicans was specifically susceptible to the o-vanillin Schiff base ligand. The presence of Cu(II) ion, however, did not have a regular effect on the activity of the compounds.


2015 ◽  
Vol 49 (2) ◽  
pp. 0216-0220 ◽  
Author(s):  
Valéria de Siqueira Mota ◽  
Ruth Natalia Teresa Turrini ◽  
Vanessa de Brito Poveda

OBJECTIVE To evaluate the in vitro antimicrobial activity of the Eucalyptus globulus essential oil, and of the xylitol and papain substances against the following microorganisms: Pseudomonas aeruginosa; Samonella sp.; Staphylococus aureus; Proteus vulgaris; Escherichia coli and Candida albicans. METHOD The in vitro antimicrobial evaluation was used by means of the agar diffusion test and evaluation of the inhibition zone diameter of the tested substances. Chlorhexidine 0.5% was used as control. RESULTS The Eucalyptus globulus oil showed higher inhibition than chlorhexidine when applied to Staphylococcus aureus, and equal inhibition when applied to the following microorganisms: Escherichia coli, Proteus vulgaris and Candida albicans. Papain 10% showed lower antimicrobial effect than chlorhexidine in relation to Candida albicans. Xylitol showed no inhibition of the tested microorganisms. CONCLUSION The Eucalyptus globulus oil has antimicrobial activity against different microorganisms and appears to be a viable alternative as germicidal agent hence, further investigation is recommended.


2016 ◽  
Vol 17 (2) ◽  
pp. 114-118 ◽  
Author(s):  
Marcia C Valera ◽  
Sarah AC Oliveira ◽  
Lilian E Maekawa ◽  
Flávia GR Cardoso ◽  
Adriana Chung ◽  
...  

ABSTRACT Aim The purpose of this in vitro study was to evaluate the antimicrobial activity of 2% chlorhexidine gel (CHX) as auxiliary chemical substance and intracanal medications on Candida albicans, Candida albicans, Enterococcus faecalis, Escherichia coli, and their endotoxins in the root canals. Materials and methods The study was conducted on 48 single-rooted human teeth divided into four groups (n = 12), according to intracanal medications used: (1) Calcium hydroxide + apyrogenic saline solution (Ca(OH)2 + SS), (2) 20% ginger glycolic extract (GEN), (3) calcium hydroxide + 20% ginger glycolic extract (Ca(OH)2 + GEN), (4) apyrogenic SS (control). Collections were made from the root canal content before preparation (baseline–S1), immediately after instrumentation (S2), 7 days after instrumentation (S3), after 14 days the action of intracanal medication (S4), and 7 days after removal of the intracanal medication (S5). The antimicrobial activity and endotoxin content were analyzed for all collections. The results were statistically analyzed by the Kruskal–Wallis and Dunn tests at a significance level of 5%. Results After instrumentation with CHX, there was complete elimination of E. coli and C. albicans, except for E. faecalis, which was significantly reduced and then completely eliminated after intracanal medication. There was significant reduction of endotoxin after instrumentation. Comparison of collection after instrumentation and intracanal medication revealed reduction of endotoxins in all groups; this reduction was greater in group Ca(OH)2 followed by the group GEN. Conclusion It was concluded that the instrumentation using CHX and intracanal medication used were able to eliminate the microorganisms from the root canal; the endotoxins were reduced, yet not completely eliminated. Clinical significance This study is important and relevant for searching alternatives during endodontic therapy, since it aims to study the effect of Zingiber officinale on microorganisms and endotoxins present in root canals. How to cite this article Valera MC, Oliveira SAC, Maekawa LE, Cardoso FGR, Chung A, Silva SFP, Carvalho CAT. Action of Chlorhexidine, Zingiber officinale, and Calcium Hydroxide on Candida albicans, Candida albicans, Enterococcus faecalis, Escherichia coli, and Endotoxin in the Root Canals. J Contemp Dent Pract 2016; 17(2):114-118.


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