scholarly journals Synthesis, characterization, and biological evaluation of some 4-((thiophen-2-yl-methylene)amino)benzenesulfonamide metal complexes

Author(s):  
E. Vijaya Sekhar ◽  
Subhas S. Karki ◽  
Javarappa Rangaswamy ◽  
Mahesh Bhat ◽  
Sujeet Kumar

Abstract Background Sulfonamides (sulfa drugs) and the metals like mercury, copper, and silver bear antimicrobial properties. The discovery of broad-spectrum antibiotics such as penicillins, cephalosporins, and fluoroquinolones has reduced their use. However, in some instances these drugs are the first-line treatment. The metal-based sulfonamide (e.g., silver sulfadiazine) is considered as first choice treatment in post-burn therapy while the use of silver nanoparticle-cephalexin conjugate to cure Escherichia coli infection explains the synergistic effect of sulfa drugs and their metal conjugates. With growing interest in metal-based sulfonamides and the Schiff base chemistry, it was decided to synthesize sulfonamide Schiff base metal complexes as antioxidant and antimicrobial agent. Results The Fe (III), Ru (III), Co (II), Ni (II), Cu (II), Pd (II), Zn (II), Cd (II), and Hg (II) metal complexes of 4-((thiophen-2-ylmethylene)-amino)-benzenesulfonamide (TMABS) were prepared and studied for thermal stability, geometry, and other electronic properties. The ligand TMABS (Schiff base) and its metal complexes were screened in-vitro for 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging and antimicrobial properties against Gram-positive (+ve) Bacillus subtilis (MTCC-441), Staphylococcus aureus (MTCC 7443), Gram-negative (-ve) Escherichia coli (MTCC 40), Salmonella typhi (MTCC 3231), and fungal strains Aspergillus niger (MTCC-1344) and Penicillium rubrum by agar well diffusion method. Results summarized in Tables 3, 4, and 5 represent the inhibitory concentration (IC50) in micromole (μM). The zone of inhibition (ZI) in millimeter (mm) represents antimicrobial properties of TMABS and its metal complexes. Conclusions The synthesized sulfanilamide Schiff base (TMABS) behaved as a neutral and bidentate ligand coordinating with metal ions through its azomethine nitrogen and thiophene sulfur to give complexes with coordination number of 4 and 6 (Fig. 3). The nucleophilic addition of sulfanilamide amino group (–NH2) group to carbonyl carbon (>C=O) of benzaldehyde gave sulfanilamide Schiff base (imine) (Fig. 2). All the metal complexes were colored and stable at room temperature. With IC50 of 9.5 ± 0.1 and 10.0 ± 0.7 μM, the Co, Cu, and Pd complexes appeared better antioxidant than the ligand TMABS (155.3±0.1 μM). The zone of inhibition (ZI) of Hg (28 mm) and Ru complexes (20 mm) were similar to the ligand TMABS (20 mm) against Aspergillus niger (MTCC-1344) as in Figs. 4, 5, and 6. None of the synthesized derivatives had shown better antimicrobial properties than the standard streptomycin sulfate and fluconazole.

2020 ◽  
Vol 13 (2) ◽  
pp. 1-8
Author(s):  
R.K. Sree Devi ◽  
S. SudhaKumari

Transition metal complexes of Cu(II), Ni(II), Co(II) with a Schiff base Ligand (R,Z)-2-(2-hydroxy-3-methoxybenzylideneamino)-5-guanidinopentanoic acid (HMA-GPA) was synthesized by the condensation of 2-hydroxy-3-methoxybenzaldehyde and L- Arginine. These were characterized by elemental analysis IR, UV, magnetic susceptibility and molar conductivity measurements. The IR spectra of the Ligand HMA-GPA and the metal complexes suggest that the Ligand coordinates the metal ion through azomethine nitrogen, carboxylate Oxygen and Oxygen of the phenolic -OH group. The electronic absorption spectra and magnetic data indicate the Cu(II), Ni(II)complexes to be square planar and Co(II) complex to be octahedral. The metal complexes and the ligand were subjected to antimicrobial studies by Kirby Bayer Disc-diffusion method and found to have significant activity against the selected bacterial and fungal strains under study.


2010 ◽  
Vol 2 (3) ◽  
pp. 513 ◽  
Author(s):  
K. Mounika ◽  
A. Pragathi ◽  
C. Gyanakumari

A new Schiff base, 3-ethoxy salicylidene amino benzoic acid (ETSAN), has been synthesized from 3-ethoxy salicylaldehyde and 2-amino benzoic acid. Metal complexes of the Schiff base were prepared from nitrate/chloride salts of Ni(II), Co(II) Cu(II) and Zn(II) in an alcoholic medium. The complexes were non-electrolytes in dimethyl sulfoxide   solvent (DMSO). The chemical structures of the Schiff-base ligand and its metal complexes were confirmed by various spectroscopic studies like IR, UV-VIS, 1H NMR, 13C NMR, ESI-mass spectra, elemental analysis, molar conductance, thermogravimetric studies and magnetic susceptibility measurements. On the basis of elemental and spectral studies, six-coordinated geometry was assigned to these complexes. In the light of these results, it is suggested that this ligand acts as neutral and tridentate and coordinates to each metal atom by azomethine nitrogen and oxygen atoms of hydroxyl group of the 3-ethoxy salicylaldehyde, besides the hydroxyl group of the carboxyl group of 2-amino benzoic acid. The mass spectral data confirms the monomeric structure of the metal complexes while the TGA studies confirm the presence of water molecules in the complex. The free Schiff base and its complexes have been tested for their antibacterial as well as antifungal activity by using disc diffusion method and the results discussed. Keywords: Schiff base; 3-ethoxy salicylaldehyde; 2-amino benzoic acid; Metal complexes; Antibacterial activity; Antifungal activity. © 2010 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved. DOI: 10.3329/jsr.v2i3.4899                 J. Sci. Res. 2 (3), 513-524 (2010) 


2010 ◽  
Vol 7 (2) ◽  
pp. 67
Author(s):  
Mohd Abdul Fatah Abdul Manan ◽  
Hadariah Bahron ◽  
Karimah Kassim ◽  
Mohd Asrul Hafaz Mohamad ◽  
Syed Nazmi Sayed Mohamad

A novel Schiff base containing nitrogen-oxygen-sulfur (NOS) donor atoms formed from the condensation reaction of S-2,4-dichlorobenzyldithiocarbazate (S-2,4BDTC) with 5-fluroisatin has been synthesized. Complexes of cobalt(II), nickel(II), copper(II), zinc(II) and cadmium(II) with this Schiff base have been prepared and characterized using elemental analysis and various physico-chemical techniques. In the cobalt(II) and nickel(II) complexes the Schiff base behaves as a uninegatively charged tridentate nitrogen-oxygen-sulfur (NOS) chelating ligand, bonding through the azomethine nitrogen, thiolate sulfur and carbonylic oxygen of the isatin moiety. However, in the copper(II), zinc(II) and cadmium(II) complexes the Schiff base behaves as a nitrogen-sulfur (NS) bidentate chelating ligand, bonding through the azomethine nitrogen and thiolate sulfur. The Schiff base and the metal complexes were evaluated with respect to antimicrobial activity, which was performed in relation to two selected pathogenic microbials (Bacillus subtilis and Pseudomonas aeruginosa). It was observed that only the zinc Schiff base complex exhibited strong activity against the Bacillus subtilis bacteria with an inhibition zone of 25 mm. 


2010 ◽  
Vol 7 (2) ◽  
pp. 67
Author(s):  
Mohd Abdul Fatah Abdul Manan ◽  
Hadariah Bahron ◽  
Karimah Kassim ◽  
Mohd Asrul Hafiz Muhamad ◽  
Syed Nazmi Sayed Mohamad

A novel Schiff base containing nitrogen-oxygen-sulfur (NOS) donor atoms formed from the condensation reaction of S-2,4- dichlorobenzyldithiocarbazate (S-2.4BDTC) with 5-fluroisatin has been synthesized. Complexes of cobalt(ll), nickel(ll), copper(ll), zinc(ll) and cadmium(ll) with this Schiff base have been prepared and characterized using elemental analysis and various physico-chemical techniques. In the cobalt(ll) and nickel(II) complexes the SchifJbase behaves as a uninegatively charged tridentate nitrogen-oxygen-sulfur (NOS) chelating ligand, bonding through the azomethine nitrogen, thiolate sulfur and carbonylic oxygen of the isatin moiety. However. in the copper(ll), zinc(II) and cadmium(II) complexes the Schiff base behaves as a nitrogen-sulfur (NS) bidentate chelating ligand, bonding through the azomethine nitrogen and thiolate sulfur. The Schiff base and the metal complexes were evaluated with respect to antimicrobial activity, which was performed in reallion to two selected pathogenic microbials (Bacillus subtilis and Pseudomonas aeruginosa). It was observed that only the zinc Schiffbase complex exhibited strong activity against the Bacillus subtilis bacteria with an inhibition zone of25 mm.


2019 ◽  
Vol 32 (1) ◽  
pp. 209-214
Author(s):  
Deepak Kumar ◽  
Arun Kumar Singh ◽  
Ajay Kumar ◽  
Dayanand Prasad ◽  
Vijay Kumar ◽  
...  

2,4,5-Trimethoxybenzaldehyde was condensed with S-benzyldithiocarbazate to give Schiff base 2,4,5-trimethoxy benzaldehyde-S-benzyldithiocarbazone (BBTC), which was used for complexation with Mn(II), Fe(II) and Co(II) metal ions. The complexes were formulated as M(BBTC)2X2 where X is Cl−, NO3− and CH3COO−. The FTIR spectra of the metal complexes in comparison to that of free ligand suggested the coordination through azomethine nitrogen and thion sulphur forming six membered chelating with metal ion. The magnetic susceptibility and electronic spectral bands revealed octahedral symmetry (Oh) around Mn(II) but tetragonally distorted octahedral symmetry (D4h) of Fe(II) and Co(II) complexes. The positive value of Dt for Fe(II) (68.42-135.2 cm-1) and Co(II) (263-280 cm-1) clearly indicated elongation along z-axis in these complexes which was also supported by the less value of Dq(z) than Dq(xy) for the metal complexes. The ligand as well as its metal complexes have been found active against the bacteria Escherichia coli and Staphylococcus aureus, and antibacterial activity of the free ligand has been observed to have enhanced in metal complexes.


2013 ◽  
Vol 14 (5) ◽  
pp. 924-929 ◽  
Author(s):  
Reena Kulshrestha ◽  
J Kranthi ◽  
P Krishna Rao ◽  
Feroz Jenner ◽  
V Abdul Jaleel ◽  
...  

ABSTRACT Aim The present study was conducted to evaluate the efficacy of commercially available herbal toothpastes against the different periodontopathogens. Materials and methods Six herbal toothpastes that were commonly commercially available were included in the study. Colgate herbal, Babool, Meswak, Neem active, Dabur red toothpastes were tested for the study whereas sterile normal saline was used as control. Antimicrobial efficacies of dentifrices were evaluated against Streptococcus mutans and Actinobacillus actinomycetemcomitans. The antimicrobial properties of dentifrices were tested by measuring the maximum zone of inhibition at 24 hours on the Mueller Hinton Agar media inoculated with microbial strain using disk diffusion method. Each dentifrice was tested at 100% concentration (full strength). Results The study showed that all dentifrices selected for the study were effective against the entire test organism but to varying degree. Neem active tooth paste gave a reading of 25.4 mm as the zone of inhibition which was highest amongst all of the test dentifrices. Colgate Herbal and Meswak dentifrices recorded a larger maximum zone of inhibition, measuring 23 and 22.6 mm respectively, compared to other toothpastes. All other dentifrices showed the zone of inhibition to be between 17 and 19 mm respectively. Conclusion The antibacterial properties of six dentifrices were studied in vitro and concluded that almost all of the dentifrices available commercially had antibacterial properties to some extent to benefit dental health or antiplaque action. How to cite this article Jenner F, Jaleel VA, Kulshrestha R, Maheswar G, Rao PK, Kranthi J. Evaluating the Antimicrobial Activity of Commercially Available Herbal Toothpastes on Microorganisms Associated with Diabetes Mellitus. J Contemp Dent Pract 2013;14(5):924-929.


Author(s):  
P Danish ◽  
Q Ali ◽  
MM Hafeez ◽  
A Malik

Aloe vera is a well-known medicinal plant used in many therapeutic purposes. Naturally it is composed of many useful compounds that have ability to use for treatment of many diseases. The active compounds reported in this plant are saponins, sugar, enzymes, vitamins, aloesin, aloeemodin, aloin, acemannan aloemannan, aloeride, methylchromones, flavonoids, naftoquinones, sterols, minerals, anthraquinones, amino acids, lignin and salicylic acid and other different compounds including fat-soluble and water-soluble vitamins, enzymes, minerals, simple/complex sugars, organic acid and phenolic compounds. In this study aloe vera is used for antibacterial and antifulgal activity against different strains of bacteria and pathogenic fungal strains. Ethanol extract of Aloe vera leaves and roots is applied on these bacterial and fungal strains in different concentrations (15, 20, 25, 30µl). Bacillus cereus, Bacillus subtitis, Bacillus megaterium, Streptococcus pyogenes, Staphylococcus aureus, Escherichia coli, Pseudomonas aeruginosa, Acinetobacter baumannii, and some other bacterial strains are used for this study. Escherichia coli and Agrobacterium tumefacins shows zone of inhibition around 18mm which consider as good result. Bacillus subtitis and Bacillus megaterium also shows good result around 16mm. Proteus mirabilis and Pseudomonas aeruginosa shows minimum zone of inhibition which is around 11mm. among all used fungal strains (fuserium oxysporum, Candida albicans, Aspergillus fumigatus, Aspergillus niger) fuserium oxysporum and Aspergillus niger shows excellent results around 19mm both against root extract and leaves extract.


2021 ◽  
pp. 77-79
Author(s):  
Janardhan Namdeo Nehul

Scytonema schmidtii,a cyanobacterium was isolated from the collected soil samples from different locations of Ahmednagar district of Maharashtra state (India). Identification was carried out using morphological variation and taxonomical approaches according to Desikachary (1959) and Prescott (1962) .The axenic culture of Scytonema schmidtii was obtained by using the method recommended by Bolch and Blackburn (1996). The isolated Scytonema schmidtii was grown autotropically in BG-11 medium as described by Rippka et al.,(1979) and incubated at 30±2°c.After 25 days, biomass was harvested by filtration through double layered muslin cloth and dried using air blower. The biomass of this Scytonema schmidtii species was used for the assessment of antibacterial activity against Escherichia coli, Bacillus subtilis, Staphylococcus aureus, Pseudomonas aeruginosa, Micrococcus flavus and Proteus mirabilis. The antibacterial activity was studied by disc diffusion method (Anonymous,1996).Methanol extract of Scytonema schmidtii showed the activity against all the tested bacterial strains.Maximum zone of inhibition (23±1.9 mm) was recorded with methanol extract of Scytonema schmidtii.


2020 ◽  
Vol 2020 ◽  
pp. 1-7 ◽  
Author(s):  
Pavithra L. Jayatilake ◽  
Helani Munasinghe

Endophytic and rhizosphere fungi are understood to be aiding the host plant to overcome a range of biotic and abiotic stresses (nutrition depletion, droughts, etc.) hence, they remain to be reservoirs of plethora of natural products with immense use. Consequently, this investigation of endophytic and rhizosphere fungi isolated from Mikania cordata (a perennial vine that is well established in Sri Lanka) for their antimicrobial properties was performed with the aim of future derivation of potential beneficial pharmaceutical products. Leaves, twigs, and roots of M. cordata were utilized to isolate a total of 9 endophytic fungi out of which the highest amount (44%) accounted was from the twigs. A sample of the immediate layer of soil adhering to the root of M. cordata was utilized to isolate 15 rhizosphere fungi. Fusarium equiseti and Phoma medicaginis were endophytes that were identified based on colony and molecular characteristics. The broad spectrum of antimicrobial activity depicted by F. equiseti (MK517551) was found to be significantly greater (p≤0.05, inhibitory against Bacillus cereus ATCC 11778, Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 25922, and Pseudomonas aeruginosa ATCC 25853) than P. medicaginis (MK517550) (inhibitory against Staphylococcus aureus ATCC 25923, Escherichia coli ATCC 25922, and Pseudomonas aeruginosa ATCC 25853) as assessed using the Kirby-Bauer disk diffusion method. Trichoderma virens and Trichoderma asperellum were rhizospere fungi that exhibited remarkable antimicrobial properties against the test pathogens chosen for the study. T. asperellum indicated significantly greater bioactivity against all four bacterial pathogens and Candida albicans ATCC 10231 under study. The ranges of minimum inhibitory concentrations (MICs) of the fungi depicting antimicrobial properties were determined. The results obtained suggest that F. equiseti, P. medicaginis, T. asperellum, and T. virens of M. cordata harness bioprospective values as natural drug candidates. This is the first report on isolation and evaluation of the antimicrobial properties of endophytic and rhizosphere fungi of Mikania cordata.


2011 ◽  
Vol 4 (1) ◽  
pp. 203 ◽  
Author(s):  
P. Sunita ◽  
S. Jha ◽  
S. P. Pattanayak ◽  
S. K. Mishra

In the present investigation different fractions (hexane, ethylacetate and methanol) of the whole methanolic extract of Cressa cretica L.(Convolulaceae), a widely grown halophytic plant were studied against wide ranges of bacteria (both positive and negative strain) and five fungi  Candida albicans, Candida tropicalis – dimorphic fungi, Aspergillus fumigatus, Aspergillus niger – systemic fungi and fusarium oxysporum by agar disc diffusion method. Among the three fractions the ethylacetate fraction of C.cretica showed the highest activity, but among the pathogens highest activity was revealed against Escherichia coli, Klebsiella pneumoniae  (zone of inhibition diameter in mm was found to be 26 and 31, respectively). The ethylacetate fraction was sensitive to both gram +ve and gram –ve bacterias. C.cretica showed higher inhibitory activity against the Aspergillus fumigates, Aspergillus niger (zone of inhibition diameter in mm was found to be 26 and 22, respectively) than the Candida albicans and Candida tropicalis and least was found for Fusarium oxysporum. As ethylacetate fraction revealed better activity than other fractions, further study of morphological and biochemical alterations were carried out only with ethylacetate fraction and the results revealed some morphological and biochemical alterations, which indicates that ethylacetate fraction of C. cretica possess potential broad spectrum antimicrobial activity.Keywords: Cressa cretica; Antifungal; Gram positive bacteria; Gram negative bacteria; Biochemical alterations.© 2012 JSR Publications. ISSN: 2070-0237 (Print); 2070-0245 (Online). All rights reserved.doi: http://dx.doi.org/10.3329/jsr.v4i1.7719J. Sci. Res. 4 (1), 203-212 (2012)


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