scholarly journals Synthesis and in silico investigation of Schiff base derivatives of 1H-indole-2,3-diones and their Co(II) and Ni(II) complexes as antimicrobial agents

2019 ◽  
Vol 6 (12) ◽  
pp. 63-85
Author(s):  
Helen O. Echekwube ◽  
Pius O. Ukoha ◽  
Oguejiofo T. Ujam ◽  
Charles O. Nwuche ◽  
Jonnie N. Asegbeloyin ◽  
...  
Keyword(s):  
Antimicrobial Agents ◽  
Molar Conductance ◽  
Spectral Studies ◽  
Binding Modes ◽  
Literature Report ◽  
Protein Targets ◽  
E Coli ◽  
Antimicrobial Studies ◽  
Activity Spectrum

3-[(2-aminophenyl)imino]-1,3-dihydro-2H-indol-2-one, (Lo), 1,3-phenylenediazanylylidene di (1,3-dihydro-2H-indol-2-one), (Lm) and 1,4-phenylenediazanylylidene di(1,3-dihydro-2H-indol-2-one) (Lp) were synthesized by the reaction of 1H-indole-2,3-dione with benzene-1,2-diamine, benzene-1,3-diamine and benzene-1,4-diamine respectively. The reaction of Lo, Lm and Lp with Co(II) and Ni(II) halides gave the corresponding coordination complexes which were characterized by elemental analysis, molar conductance, infra-red, GC-MS and electronic spectral studies. Docking of the 1H-indole-2,3-diones toward the binding sites of penicillin binding protein and DNA gyrase showed they interacted favourably with the test antibacterial targets at deltaGs range of -2.51 to -5.48 kcal/mol. In accordance to literature report, coordination of cobalt and nickel to the ligands yielded metal complexes which exhibited improved interaction with the protein targets (at deltaGs range of -8.70 to -10.20 kcal/mol). In vitro antimicrobial studies against some microorganisms showed that some of the compounds were active against few Gram negative and Gram positive bacteria. The Lo, Lm and Lp had no activity against any of the test microorganisms but the Co(II) and Ni(II) complexes, showed antibacterial activity. The [Co(Lo)2] and [Ni(Lo)2] complexes generated the least antibacterial response. [Co(Lo)2] was ineffective against E. coli 6 and Staphylococcus sciuri subsp sciuri while Bacillus subtilis was resistant to [Ni(Lo)2] which moderately inhibited E. coli 14 (7 mm). Both compounds indicated zero activity against Pseudomonas aeruginosa. The complex that evoked the highest bactericidal activity were [CoLm]Cl2 and [NiLp]Cl2. The antibiogram activity of [CoLm]Cl2 was found between 20 and 30 mm with E. coli 6 displaying greater sensitivity (30 mm) and S. sciuri the least (20 mm). The activity of [NiLp]Cl2 complex indicate that the activity spectrum of the organisms occurred within 29 and 45 mm range; the least sensitive were E. coli 14 (29 mm) and B. subtilis (29 mm) while the most sensitive was S. sciuri subsp sciuri (45 mm). The two compounds were further studied for minimum inhibitory concentration (MIC) and their binding modes towards the studied protein targets were analyzed. Result indicate that the MIC of 1.25 ug/mL was determined for the complex ([NiLp]Cl2) against S. sciuri subsp sciuri (12 mm) while in case of [CoLm]Cl2, the MIC was 2.5 ug/mL (13 mm) against the same organism. The binding modes predicted for [CoLm]Cl2 and [NiLp]Cl2 identified essential residues necessary for interaction with the studied proteins and which could be targeted during structural/activity optimization.

scholarly journals Synthesis, Spectroscopic, Molecular Structure, and Antibacterial Studies of Dibutyltin(IV) Schiff Base Complexes Derived from Phenylalanine, Isoleucine, and Glycine

2014 ◽  
Vol 2014 ◽  
pp. 1-12 ◽  
Author(s):  
Har Lal Singh ◽  
Jangbhadur Singh
Keyword(s):  
Amino Acids ◽  
Schiff Base ◽  
Schiff Bases ◽  
Molar Conductance ◽  
Schiff Base Complexes ◽  
Spectral Studies ◽  
E Coli ◽  
Elemental Analyses ◽  
In Vitro Antibacterial Activity

New series of organotin(IV) complexes and Schiff bases derived from amino acids have been designed and synthesized from condensation of1H-indole-2,3-dione, 5-chloro-1H-indole-2,3-dione, andα-amino acids (phenylalanine, isoleucine, and glycine). All compounds are characterized by elemental analyses, molar conductance measurements, and molecular weight determinations. Bonding of these complexes is discussed in terms of their UV-visible, infrared, and nuclear magnetic resonance (1H,13C, and119Sn NMR) spectral studies. The results suggest that Schiff bases behave as monobasic bidentate ligands and coordinate with dibutyltin(IV) in octahedral geometry according to the general formula [Bu2Sn(L)2]. Elemental analyses and NMR spectral data of the ligands with their dibutyltin(IV) complexes agree with their proposed distorted octahedral structures. Few representative compounds are tested for their in vitro antibacterial activity against Gram-positive (B. cereus,Staphylococcusspp.) and Gram-negative (E. coli,Klebsiellaspp.) bacteria. The results show that the dibutyltin complexes are more reactive with respect to their corresponding Schiff base ligands.

scholarly journals Synthesis, Spectroscopic, and Antimicrobial Studies on Bivalent Nickel and Copper Complexes of Bis(thiosemicrbazone)

2007 ◽  
Vol 2007 ◽  
pp. 1-7 ◽  
Author(s):  
Sulekh Chandra ◽  
Smriti Raizada ◽  
Monika Tyagi ◽  
Archana Gautam
Keyword(s):  
Metal Complexes ◽  
Metal Ion ◽  
Copper Complexes ◽  
Free Ligand ◽  
Antimicrobial Properties ◽  
Molar Conductance ◽  
Spectral Studies ◽  
Central Metal ◽  
Antimicrobial Studies

A series of metal complexes of Cu(II) and Ni(II) having the general composition[M(L)X2]with benzil bis(thiosemicarbazone) has been prepared and characterized by element chemical analysis, molar conductance, magnetic susceptibility measurements, and spectral (electronic, IR, EPR, mass) studies. The IR spectral data suggest the involvement of sulphur and azomethane nitrogen in coordination to the central metal ion. On the basis of spectral studies, an octahedral geometry has been assigned for Ni(II) complexes but a tetragonal geometry for Cu(II) complexes. The free ligand and its metal complexes have been tested in vitro against a number of microorganisms in order to assess their antimicrobial properties.

scholarly journals Synthesis, Characterization, and Thermal and Antimicrobial Activities of Some Novel Organotin(IV): Purine Base Complexes

2013 ◽  
Vol 2013 ◽  
pp. 1-12 ◽  
Author(s):  
Reena Jain ◽  
Rajeev Singh ◽  
N. K. Kaushik
Keyword(s):  
Antimicrobial Agents ◽  
Rhizopus Oryzae ◽  
Antimicrobial Activities ◽  
Spectral Studies ◽  
Purine Base ◽  
Mass Spectral ◽  
E Coli ◽  
Kinetic And Thermodynamic Parameters ◽  
C Nmr

A new series of organotin(IV) complexes with purine bases theophylline (HL1) and theobromine (L2) of the types R3Sn(L1), R2Sn(L1)Cl, R3Sn(L2)Cl, and R2Sn(L2)Cl2(R = C6H5CH2–;p-ClC6H4CH2–) have been synthesized in anhydrous THF. The complexes were characterized by elemental analysis, conductance measurements, molecular weight determinations, UV-vis, IR,1H,13C NMR, and mass spectral studies. Various kinetic and thermodynamic parameters of these complexes have also been determined using TG/DTA technique. The thermal decomposition techniques indicate the formation of SnO2as a residue. The results show that the ligands act as bidentate, forming a five-member chelate ring. All the complexes are 1 : 1 metal-ligand complexes. In order to assess their antimicrobial activity, the ligands and their corresponding complexes have also been testedin vitroagainst bacteria (E. coli, S. aureus, andP. pyocyanea) and fungi (Rhizopus oryzaeandAspergillus flavus). All the complexes exhibit remarkable activity, and the results provide evidence that the studied complexes might indeed be a potential source of antimicrobial agents.

scholarly journals Synthesis, Spectral and Antimicrobial Studies of Some Co(II), Ni(II) and Cu(II) Complexes Containing 2-Thiophenecarboxaldehyde Moiety

2012 ◽  
Vol 9 (3) ◽  
pp. 1113-1121 ◽  
Author(s):  
A. P. Mishra ◽  
A. Tiwari ◽  
S. K. Gupta ◽  
Rajendra Jain
Keyword(s):  
Schiff Base ◽  
Metal Complexes ◽  
Antimicrobial Agents ◽  
Analytical Data ◽  
Molar Conductance ◽  
E Coli ◽  
Antimicrobial Studies ◽  
Degradation Pattern ◽  
Ft Ir ◽  
Schiff Base Metal Complexes

Some new Schiff base metal complexes of Co(II), Ni(II) and Cu(II) derived from 3-chloro-4-fluoroaniline (HL1) and 4-fluoroaniline (HL2) with 2-thiophenecarboxaldehyde have been synthesized and characterized by elemental analysis, FT-IR, FAB-mass, molar conductance, electronic spectra, ESR and magnetic susceptibility. The complexes exhibit coordination number 4 or 6. The complexes are colored and stable in air. Analytical data revealed that all the complexes exhibited 1:2 (metal: ligand) ratio. FAB-mass data show degradation pattern of the complexes. The Schiff base and metal complexes show a good activity against the bacteria;B. subtilis,E. coliandS. aureusand fungiA. niger,A. flavusandC. albicans. The antimicrobial results also indicate that the metal complexes are better antimicrobial agents as compared to the Schiff bases.

scholarly journals Novel Zinc(II) Complexes of Heterocyclic Ligands as Antimicrobial Agents: Synthesis, Characterisation, and Antimicrobial Studies

2014 ◽  
Vol 2014 ◽  
pp. 1-10 ◽  
Author(s):  
Ramesh S. Yamgar ◽  
Y. Nivid ◽  
Satish Nalawade ◽  
Mustapha Mandewale ◽  
R. G. Atram ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Schiff Base ◽  
Metal Complexes ◽  
Antimicrobial Agents ◽  
Spectroscopic Techniques ◽  
Schiff Base Ligands ◽  
E Coli ◽  
Gram Positive Bacteria ◽  
Antimicrobial Studies

The synthesis and antimicrobial activity of novel Zn(II) metal complexes derived from three novel heterocyclic Schiff base ligands 8-[(Z)-{[3-(N-methylamino)propyl]imino}methyl]-7-hydroxy-4-methyl-2H-chromen-2-one, 2-[(E)-{[4-(1H-1,2,4-triazol-1-ylmethyl)phenyl]imino}methyl]phenol, and (4S)-4-{4-[(E)-(2-hydroxybenzylidene)amino]benzyl}-1,3-oxazolidin-2-one have been described. These Schiff base ligands and metal complexes are characterised by spectroscopic techniques. According to these data, we propose an octahedral geometry to all the metal complexes. Antimicrobial activity of the Schiff base ligand and its metal complexes was studied against Gram negative bacteria:E. coliandPseudomonas fluorescens, Gram positive bacteria:Staphylococcus aureus,and also against fungi, that is,C. albicansandA. niger. Some of the metal complexes show significant antifungal activity (MIC < 0.2 μg/mL). The “in vitro” data has identified [Zn(NMAPIMHMC)2]·2H2O, [Zn(TMPIMP)2]·2H2O, and [Zn(HBABO)2]·2H2O as potential therapeutic antifungal agents againstC. albicansandA. niger.

scholarly journals Synthesis, Spectroscopic, and Antimicrobial Studies on Bivalent Zinc and Mercury Complexes of 2-Formylpyridine Thiosemicarbazone

2009 ◽  
Vol 2009 ◽  
pp. 1-6 ◽  
Author(s):  
Sulekh Chandra ◽  
Shikha Parmar ◽  
Yatendra Kumar
Keyword(s):  
Metal Complexes ◽  
Metal Ion ◽  
Free Ligand ◽  
Antimicrobial Properties ◽  
Molar Conductance ◽  
Spectral Studies ◽  
Central Metal ◽  
Tetrahedral Geometry ◽  
Antimicrobial Studies

A series of metal complexes of Zn(II) and Hg(II) having the general composition [where L = 2-formylpyridine thiosemicarbazone; M = Zn(II) and Hg(II); X = , and ] have been prepared and characterized by elemental chemical analysis, molar conductance, and spectral (IR and mass) studies. The IR spectral data suggests the involvement of sulphur and azomethane nitrogen in coordination to the central metal ion. On the basis of spectral studies, a tetrahedral geometry has been assigned for Zn(II) and Hg(II) complexes. The free ligand and its metal complexes have been tested in vitro against a number of microorganisms in order to assess their antimicrobial properties.

scholarly journals Spectroscopic and biological approach in the characterization of Cr(III), Mn(II) and Co(II) complexes with a novel hexaazamacrocyclic ligand derived from semicarbazide

2009 ◽  
Vol 74 (12) ◽  
pp. 1413-1422 ◽  
Author(s):  
Sulekh Chandra ◽  
Archana Gautam
Keyword(s):  
Antimicrobial Agents ◽  
Macrocyclic Ligand ◽  
Free Ligand ◽  
Pathogenic Fungi ◽  
Molar Conductance ◽  
Octahedral Geometry ◽  
Spectral Studies ◽  
Plant Pathogenic Fungi

Complexes of Cr(III), Mn(II) and Co(II) with a novel 5,7,12,14-tetraphenyl- 1,2,4,8,10,11-hexaazacyclotetradecane-3,9-dione macrocyclic ligand, THTD (L), were synthesized and characterized by elemental analysis, molar conductance and magnetic susceptibility measurements, as well as by mass, 1H-NMR, IR, electronic and EPR spectral studies. Based on the spectral studies, an octahedral geometry was assigned for the Cr(III), Mn(II) and Co(II) complexes. The ligand and its complexes were screened in vitro against some species of bacteria and plant pathogenic fungi. The metal complexes were found to be more active antimicrobial agents than the free ligand from which they were derived.

scholarly journals Spectral Characterization, Thermal and Antimicrobial Studies of Some Divalent Metal Chelates of 7-((3-Phenyl-4,5-dihydroisoxazol-5-yl)methyl)quinolin-8-ol

2020 ◽  
Vol 32 (9) ◽  
pp. 2356-2364
Author(s):  
ASMA A. ALOTHMAN ◽  
MUNIRAH D. ALBAQAMI ◽  
RAZAN A. ALSHGARI
Keyword(s):  
Molar Conductance ◽  
Metal Chelates ◽  
Spectral Studies ◽  
Exponential Factor ◽  
1H And 13C Nmr ◽  
Antimicrobial Studies ◽  
Elemental Analyses ◽  
Entropy Of Activation ◽  
Kinetics Of

A series of Cu(II), Ni(II) and Co(II) azo chelates (AZC1-AZC3) of 7-((3-phenyl-4,5-dihydroisoxazol-5-yl)methyl)quinolin-8-ol have been designed and obtained. Thermal measurements, molar conductance, magnetic moment, elemental analyses, spectral (IR, UV-Vis, 1H and 13C NMR, ESR, mass) were used to characterize insulated solid complexes. The metal complexes were assumed to be non-electrolytic by molar conductance values. Thermal properties and decomposition kinetics of the metal chelates are investigated using Coats-Redfern method. The kinetic parameters like activation energy (E*), pre-exponential factor (A) and entropy of activation (ΔS*) were quantified. Results of spectral studies of mass and TGA data confirmed the octahedral geometry for all chelates. Finally, the synthesized metalcomplexes were tested for their in vitro antimicrobial efficacy.

scholarly journals SYNTHESIS, SPECTROSCOPIC, IN-VITRO ANTIBACTERIAL ACTIVITIES OF A 4-NITROPHENOL LIGAND AND ITS METAL (II) COMPLEXES

2020 ◽  
Vol 3 (2) ◽  
pp. 249-256
Author(s):  
Olubunmi Adewusi ◽  
Keyword(s):  
Magnetic Susceptibility ◽  
Antimicrobial Agents ◽  
Magnetic Moments ◽  
Antibacterial Activities ◽  
Molar Conductance ◽  
Molar Ratio ◽  
Planar Geometry ◽  
Antimicrobial Studies ◽  
Square Planar

Novel Schiff base 2-((E)-(1H-indol-5-ylimino)methyl)-4-nitrophenol ligand and its Mn(II), Co(II), Ni(II), Cu(II), Zn(II) and Pd(II) complexes were synthesized by the stoichiometric reactions between the metal (II) ions and ligand in molar ratio M:L (1:1). The synthesized compounds were characterized using melting point, solubility, molar conductance, room temperature magnetic susceptibility, infra-red and electronic spectroscopies. The assignments of four-coordinate tetrahedral/square planar geometries and the bidentate nature to the complexes was corroborated by IR, electronic spectroscopies, and magnetic moments. The Pd(II) complex however was assigned an octahedral geometry. The in-vitro antimicrobial studies revealed the potential of some of the compounds as antimicrobial agents. The ligand and its metal complexes exhibited good to moderate antimicrobial activity against tested bacteria with selective inactivity against P. mirabilis and P. aureginosa. Keywords: 2-((E)-(1H-indol-5-ylimino)methyl)-4-nitrophenol, magnetic susceptibility, square planar geometry, inhibitory zone.

Antimicrobial Screening, in Silico Studies and QSAR of Chalcone-based 1,4-disubstituted 1,2,3-triazole Hybrids

Drug Research ◽  
2020 ◽  
Author(s):  
Pinki Yadav ◽  
Kashmiri Lal ◽  
Ashwani Kumar
Keyword(s):  
Topoisomerase Ii ◽  
Antimicrobial Properties ◽  
Qsar Model ◽  
Quantitative Structure Activity Relationship ◽  
Binding Modes ◽  
E Coli ◽  
Structure Activity ◽  
In Silico Studies ◽  
Microbial Strains

AbstractThe in vitro antimicrobial properties of some chalcones (1a–1c ) and chalcone tethred 1,4-disubstituted 1,2,3-triazoles (2a–2u) towards different microbial strains viz. Staphylococcus aureus, Bacillus subtilis, Escherichia coli, Pseudomonas aeruginosa, Aspergillus niger and Candida albicans are reported. Compounds 2g and 2u exhibited better potency than the standard Fluconazole with MIC values of 0.0063 µmol/mL and 0.0068 µmol/mL, respectively. Furthermore, molecular docking was performed to investigate the binding modes of two potent compounds 2q and 2g with E. coli topoisomerase II DNA gyrase B and C. albicans lanosterol 14α-demethylase, respectively. Based on these results, a statistically significant quantitative structure activity relationship (QSAR) model was successfully summarized for antibacterial activity against B. subtilis.

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