Synthesis, Characterization and Biological Activities of a Novel Mannich Base 2-[(3,4-dimethoxyphenyl)(pyrrolidinyl) methyl]cyclohexanone and its Complexes with Cu(II), Ni(II), Co(II) and Fe(II) Ions

2018 ◽  
Vol 68 (12) ◽  
pp. 2845-2849
Author(s):  
Muhammad Liaqat ◽  
Tariq Mahmud ◽  
Muhammad Ashraf ◽  
Muhammad Muddassar ◽  
Muhammad Imran ◽  
...  
Keyword(s):  
Antibacterial Activity ◽  
Metal Complexes ◽  
13C Nmr ◽  
Electronic Spectra ◽  
Mannich Base ◽  
Biological Activities ◽  
Antibacterial Activities ◽  
Docking Studies ◽  
Ft Ir ◽  
Metal Ligand

The titled Mannich base 2-[(3,4-dimethoxyphenyl)(pyrrolidin-1-yl)methyl]cyclohexanone (DPC) was synthesized by condensing 3,4-dimethoxybenzaldehyde, pyrrolidine and cyclohexanone. The synthesis was carried out by using ethanol as solvent. The development of the reaction was monitored on TLC. The complexation of synthesized Mannich base was carried out with Cu(II) chloride, Co(II) chloride, Ni(II) chloride and Fe(II) chloride. The structures of the synthesized Mannich base and its complexes were confirmed by FT-IR, UV-Vis, 1H-NMR, 13C-NMR, MS and TGA techniques. The proposed geometries of the metal complexes were established on the basis of metal/ligand ratio through AAS/ICP and electronic spectra. The synthesized compounds were evaluated for their antiurease and antibacterial activities. The complex with Co(II) show potent antiurease and antibacterial activity. The nature of SAR of Co(II) has been demonstrated using docking studies.

Antioxidant, Antimicrobial, Molecular Docking Studies of Novel 2,6-bis(1,3-Thiazol-2-yl)-4-(3,4,5-trimethoxyphenyl)pyridine and its Cu(II) and Ni(II) Complexes

2020 ◽  
Vol 5 (2) ◽  
pp. 103-108
Author(s):  
Madavi Sunitha ◽  
G. Venkateshappa ◽  
G. Ramesh ◽  
Jayanna Kengaiah ◽  
G. Shivaraja ◽  
...  
Keyword(s):  
Antimicrobial Activity ◽  
Antioxidant Activity ◽  
Molecular Docking ◽  
Metal Complexes ◽  
13C Nmr ◽  
Human Erythrocyte ◽  
Esr Spectra ◽  
Docking Studies ◽  
Ft Ir ◽  
Parent Ligand

In the present study, a novel ligand 2,6-bis(1,3-thiazol-2-yl)-4-(3,4,5-trimethoxyphenyl)pyridine and its Cu(II) and Ni(II) complexes were synthesized. All the synthesized compounds have been characterized by 1H & 13C NMR, mass, UV, FT-IR and ESR spectra. The antioxidant activity of the ligand and its Cu(II) and Ni(II) complexes were evaluated by the percentage of inhibition of 1,1-diphenyl- 2-picryl hydrazyl (DPPH) and compounds found to be potent antioxidants. Also, synthesized compounds showed a mild antimicrobial activity in comparison with standard drugs. Copper(II) complexes showed a good antimicrobial activity than the parent ligand and nickel(II) complex. Interestingly, ligand and its metal complexes exhibit non-toxicity as they did not cause any effect to human erythrocyte.

Synthesis, Characterization and Biological Activities of a Schiff Base Derived from 2-[(1,3-benzothiazol-2-yl)sulfanyl]-N-[4-(hydrazinecarbonyl)phenyl]acetamide and its Complexes with Mn(II), Co(II), Ni(II), Cu(II) and Zn(II) Ions

2019 ◽  
Vol 70 (2) ◽  
pp. 596-601
Author(s):  
Aqsa Gulzar ◽  
Tariq Mahmud ◽  
Liviu Mitu ◽  
Rubina Munir ◽  
Muhammad Imran ◽  
...  
Keyword(s):  
Mass Spectrometry ◽  
Schiff Base ◽  
Metal Complexes ◽  
13C Nmr ◽  
Biological Activities ◽  
Electronic Spectroscopy ◽  
Transition Metal Ions ◽  
Magnetic Data ◽  
Schiff Base Metal Complexes ◽  
Metal Ligand

A new Schiff base ligand from 2-[(1,3-benzothiazol-2-yl)sulfanyl]-N-[4-(hydrazinecarbonyl)phenyl]acetamide (BHA) and its five metal complexes with transition metal ions [Mn(II), Co(II), Ni(II), Cu(II) and Zn(II)] have been synthesized. The resulting compounds were subsequently characterized by FTIR, UV-Vis, AAS, 1H NMR, 13C NMR and mass spectrometry. The proposed geometries of the Schiff base metal complexes were established on the basis of metal / ligand ratio, through AAS/ICP, electronic spectroscopy and magnetic data. The synthesized Schiff base and its complexes were further investigated for their anti-inflammatory and anticancer activity which exhibited relatively pronounced activity for metal complexes than Schiff base.

scholarly journals Synthesis, Spectral Analysis and Biological Potency of Hydrazoneoxime Ligands Incorporating Pyrazolone Moiety and Their Metal Complexes

2020 ◽  
Vol 36 (6) ◽  
pp. 1194-1204
Author(s):  
Nursabah Sarıkavaklı ◽  
Emrah Koç ◽  
Meshari M.H. Aljohani ◽  
Syed Khalid Mustafa
Keyword(s):  
Magnetic Susceptibility ◽  
Spectral Analysis ◽  
Metal Complexes ◽  
1H Nmr ◽  
Elemental Analysis ◽  
13C Nmr ◽  
Biological Activities ◽  
Biological Potency ◽  
Ft Ir ◽  
Group 1

A modest attempt has been made for the synthesis of hydrazoneoxime ligands bearing pyrazolone group (1-4) and their successive metal complexes such as: 1(a-c), 2(a-c), 3(a-c) and 4(a-c). The precursor (1Z,2E)-2-(hydroxyimino) ethanehydroximohydrazide (GH2) was obtained through coupling of (1Z,2E)-N-hydroxy-2-(hydroxyimino) ethanimidoyl chloride and hydrazinium hydroxideto generate hydrazonoxime compounds bearing the pyrazolone group. The ligands (1-4) were reacted with MX2.nH2O, where M = Co(II), Ni(II) and Cu(II) to obtain the successive metal coordinated compounds into good yields. The ligands and their metal complexes were investigated by using 1H NMR, 13C NMR, FT-IR, elemental analysis and magnetic susceptibility measurements.Tautomerism in the ligands is investigated spectroscopically and biological activities are evaluated as well. Finally, the findings of present study were found within good egreement with other workers.

scholarly journals Antibacterial Activities of Transition Metal complexes of Mesocyclic Amidine 1,4-diazacycloheptane (DACH)

2019 ◽  
Vol 17 (1) ◽  
pp. 936-942
Author(s):  
Sadia Rehman ◽  
Muhammad Ikram ◽  
Fazle Subhan ◽  
Mutasem Sinnokrot ◽  
Waliullah Khan
Keyword(s):  
Antibacterial Activity ◽  
Metal Complexes ◽  
Transition Metal Complexes ◽  
Antibacterial Activities ◽  
Bacterial Strains ◽  
Magnetic Susceptibilities ◽  
Elemental Analyses ◽  
Ft Ir ◽  
Anionic Effect ◽  
Uv Visible

AbstractThe titled compound 1,4-diazacycloheptane have vibrational freedom which allows it to coordinate to metal through 1st and 4th positions. Copper (II) and Nickel (II) complexes of DACH were prepared and characterized through UV-Visible, FT-IR, elemental analyses, conductance, and magnetic susceptibilities and compared to the results published in Inorg. Chem., 8(3), 528 (1969). The prepared complexes bearing different coordinating or non-coordinating anions were screened against four different pathogenic bacterial strains to study anionic effect on antibacterial activity. The MIC values of all the compounds suggest that [Cu(DACH)2Br2] is almost inactive against the tested microbes except Staph aureus. Rest of the metal complexes are active at their respective MIC values.

scholarly journals Structural Elucidation, 3D Molecular Modeling and Antibacterial Activity of Ni (II), Co (II), Cu (II) and Mn (II) Complexes Containing Salophen Ligand

2019 ◽  
pp. 1-15
Author(s):  
Md. Ali Asraf ◽  
Md. Mahbubur Rahman ◽  
D. C. Kabiraz ◽  
Rezaul H. Ansary ◽  
Md. Faruk Hossen ◽  
...  
Keyword(s):  
Experimental Data ◽  
Escherichia Coli ◽  
Antibacterial Activity ◽  
Molecular Modeling ◽  
Metal Complexes ◽  
Metal Ion ◽  
Magnetic Measurements ◽  
Free Ligand ◽  
Antibacterial Activities ◽  
Ft Ir

The salophen ligand and its complexes of Ni(II), Co(II), Cu(II), and Mn(II) are explored in terms of synthesis, conductivity; magnetic measurements, elemental analysis, FT-IR; electronic spectra, and antibacterial activities. The 3D molecular modeling structures of the ligand and its metal complexes are obtained by using Argus lab software. The experimental data shows that the ligand is tetradentate and bonded to the metal ion via N2O2 donor atoms. Antibacterial activity of the synthesized compounds are checked against the microbes Bacillus cereus and Escherichia coli. The metal complexes exhibit antibacterial activity higher than that of the free ligand. This works contributes to the science of Schiff base compounds, in addition to stimulating the synthesis of new ligands and its complexes for the future advancement of coordination chemistry.

scholarly journals Synthesis and Characterization of Cobalt(III) and Copper(II) Complexes of 2-((E)-(6-Fluorobenzo[d]thiazol-2-ylimino) methyl)-4-chlorophenol: DNA Binding and Nuclease Studies—SOD and Antimicrobial Activities

2018 ◽  
Vol 2018 ◽  
pp. 1-15 ◽  
Author(s):  
K. Savithri ◽  
B. C. Vasantha Kumar ◽  
H. K. Vivek ◽  
H. D. Revanasiddappa
Keyword(s):  
Metal Complexes ◽  
Antimicrobial Activities ◽  
Spectroscopic Studies ◽  
Docking Studies ◽  
Bacterial Strains ◽  
Spectral Techniques ◽  
Light Reduction ◽  
Drug Candidates ◽  
Ft Ir

A bidentate (N- and O-) imine-based ligand (L1) and its metal complexes of types [CuII(L1)2] (C1), [CuII(L1)(Phen)] (C2), [CoIII(L1)2] (C3), and [CoIII(L1)(Phen)] (C4) (L1 = 2-((E)-(6-fluorobenzo[d]thiazol-2-ylimino)methyl)-4-chlorophenol and phen = 1,10-phenanthroline) were synthesized as potential chemotherapeutic drug candidates. The prepared complexes were structurally characterized by spectral techniques (NMR, FT-IR, LC-MS, EPR, and electronic absorption), thermogravimetric analysis (TGA/DTA), magnetic moment, and CHNO elemental analysis. Spectroscopic studies suggested the distorted octahedral structure for all complexes. In vitro bioassay studies include binding and nuclease activities of the ligand and its complexes with target calf thymus- (CT-) DNA were carried out by employing UV-Vis, fluorescence spectroscopy, viscosity, and gel electrophoresis techniques. The extent of binding propensity was determined quantitatively by Kb and Ksv values which revealed a higher binding affinity for C2 and C4 as compared to C1 and C3. In addition, the scavenging superoxide anion free radical (O∙-2) activity of metal complexes was determined by nitroblue tetrazolium (NBT) light reduction assay. Molecular docking studies with DNA and SOD enzyme were also carried out on these compounds. The antimicrobial study has shown that all the compounds are potential antibacterial agents against Gram-negative bacterial strains and better antifungal agents with respect to standard drugs used.

Synthesis of Fluorinated Piperazinyl Substituted Quinazolines as Potential Antibacterial Agents

2020 ◽  
Vol 5 (3) ◽  
pp. 227-233
Author(s):  
Amit B. Patel ◽  
Purvesh Patel ◽  
Kajal Patel ◽  
Krupa Prajapati
Keyword(s):  
Antibacterial Activity ◽  
13C Nmr ◽  
Antibacterial Agents ◽  
Multidrug Resistant ◽  
Biological Species ◽  
Piperazine Ring ◽  
Minimum Inhibitory Concentrations ◽  
Ft Ir ◽  
Resistant Strains ◽  
Quinazoline Derivatives

In present study, fluorinated piperazine and benzonitrile/nicotinonitrile fused quinazoline derivatives have synthesized, characterized using FT-IR, 1H & 13C NMR, 19F NMR and MS analysis and evaluated as potential antibacterial agents. They were also tested against the multidrug resistant strains. The antibacterial activity results revealed that the majority of synthesized compounds exhibited potential antibacterial with the extraordinary level of minimum inhibitory concentrations comparable to the control drugs. Moreover, the influence of presence or absence of fluoro and trifluoromethyl functional groups on the piperazine ring systems towards different biological species is elaborated. The synthesized compounds were also found non-toxic on the human cervical (HeLa) cells at their minimum inhibitory concentrations.

scholarly journals Synthesis and biological activity of 1,4-pentadien-3-one derivatives containing triazine scaffolds

2020 ◽  
Vol 2 ◽  
pp. e3
Author(s):  
Xu Tang ◽  
Mei Chen ◽  
Jun He ◽  
Shijun Su ◽  
Rongjiao Xia ◽  
...  
Keyword(s):  
Tobacco Mosaic Virus ◽  
Mosaic Virus ◽  
Biological Activities ◽  
Antibacterial Activities ◽  
Positive Control ◽  
Docking Studies ◽  
Bioactive Molecules ◽  
Half Maximal Effective Concentration ◽  
Triazine Derivatives ◽  
Virus Coat

Background Literatures revealed that 1,4-pentadien-3-one and triazine derivatives exhibited a wide variety of biological activities. In order to develop highly bioactive molecules, in this study, a series of novel 1,4-pentadien-3-one derivatives containing triazine moieties were synthesized and their antibacterial and antiviral activities were investigated. Methods A series of novel 1,4-pentadien-3-one derivatives containing triazine moieties were synthesized and characterized in detail via 1H NMR, 13C NMR and HRMS spectra. The antibacterial activities against Xanthomonas axonopodispv. citri (Xac), Xanthomonas oryzaepv. oryzae (Xoo) and Ralstonia solanacearum (R.s) were evaluated at 100 and 50 µg/mL using a turbidimeter and N. tabacun L. leaves under the same age as that of test subjects. The curative, protective and inactivation activities against tobacco mosaic virus (TMV) at a concentration of 500 µg/mL were evaluated via the half-leaf blight spot method. Results The bioassay results showed that some of the target compounds exhibited fine antibacterial activities against Xac and R.s. Particularly, half maximal effective concentration (EC50) values of some target compounds against R.s are visibly better than that of the positive control bismerthiazol (BT). Notably, compound 4a showed excellent inactivation activity against TMV with a EC50 value of 12.5 µg/mL, which was superior to that ofningnanmycin (NNM,13.5 µg/mL). Besides, molecular docking studies for 4awith tobacco mosaic virus coat protein (TMV-CP) showed that the compound was embedded well in the pocket between the two subunits of TMV-CP. These findings indicate that 1,4-pentadien-3-one derivatives containing triazine moieties may be potential antiviral and antibacterial agents.

scholarly journals AKTIVITAS ANTIOKSIDAN DAN ANTIBAKTERI DARI DERIVAT METIL EKSTRAK ETANOL DAUN GAMBIR (Uncaria gambir)

2020 ◽  
Vol 15 (4) ◽  
pp. 145
Author(s):  
IRMA KRESNAWATY ◽  
ACHMAD ZAINUDDIN
Keyword(s):  
Antioxidant Activity ◽  
Antibacterial Activity ◽  
Ethanolic Extract ◽  
Ethanol Extract ◽  
Antibacterial Activities ◽  
Chemistry Laboratory ◽  
Bacteria Growth ◽  
Ft Ir ◽  
Uv Visible ◽  
Chloroform Methanol

<p>ABSTRAK</p><p>Banyak tanaman yang dilaporkan memiliki kandungan senyawabahan aktif antioksidan dan antibakteri. Salah satu tanaman Indonesia yangmemiliki aktivitas ini adalah gambir (Uncaria gambir). Pada penelitian ini,ekstrak etanol daun gambir diubah menjadi derivat metilnya untukmembuatnya lebih larut dalam lemak dan diamati pengaruh derivatisasitersebut terhadap aktivitas antioksidan di laboratorium kimia organik danpengujian aktivitas antibakteri di laboratorium mikrobiologi UniversitasPadjadjaran. Penelitian ini dilaksanakan di laboratorium Kimia OrganikJurusan Kimia dan laboratorium Mikrobiologi Jurusan Biologi UniversitasPadjadjaran dari bulan Desember 2004 - Juli 2005. Ekstrak gambirdimetilasi  menggunakan  dimetil  sulfat  (DMS)  dan  dimurnikanmenggunakan kromatografi kolom dengan pelarut bergradien (kloroform :metanol = 99:1 ; 98:2 ; 95:5 ; 80:20 ; 70:30; dan 50:50 v/v) dan kemudianmenggunakan kloroform : metanol = 99 : 1 v/v. Aktivitas antioksidanmenunjukkan penurunan yang tampak dari peningkatan, yaitu : IC 50  13,41ppm untuk ekstrak etanol menjadi 121,81 ppm untuk hasil metilasi.Aktivitas antibakteri juga menunjukkan penurunan setelah dimetilasikarena adanya penurunan diameter hambat pertumbuhan bakteri. Duaisolat (isolat 1 dan 2) yang diperoleh dari hasil pemurnian dikarakterisasimenggunakan spektrofotometer UV-Visible dan FT-IR. Hasil yangdiperoleh mengindikasikan adanya senyawa fenolik yang ditunjukkan olehregang –OH pada 3445 dan 3448 cm -1 dan regang CH aromatik pada 3010dan 3030 cm -1 . Isolat 1 memiliki aktivitas antioksidan dan antibakteri yanglebih tinggi dibandingkan isolat 2.</p><p>Kata kunci : Uncaria gambir, derivat metil, antibakteri dan aktivitasantioksidan</p><p>ABSTRACT</p><p>The antioxidant and antibacterial activities of ethanolextract of gambir leaves (Uncaria gambir)</p><p>There are many plants in Indonesia reported to contain antioxidantand antibacterial substances. One of them having these activities is gambir(Uncaria gambir). In this research, ethanol extract of gambir leaves waschanged into its methyl derivate in order to make it more soluble in fats.The effect of the derivatization on antioxidant activity was observed atorganic chemistry laboratory and antibacterial activity was observed atmicrobiology laboratory of the Padjadjaran University. This research wascarried out in December 2004 to July 2005. Gambir extract wasmethylized using dimethylsulphate (DMS) and then purified usingcoloumn chromatography with gradient solvents (chloroform : methanol =99:1; 98:2; 50:50; 80:20; 70:30; and 50:50 v/v), and then with chloroform :methanol = 99:1 v/v. The antioxidant activity showed a decrease indicatedby an increase of IC 50 from 13.41 ppm for ethanolic extract to become121.81 ppm for the methylated compounds. The antibacterial activity alsoshowed a decrease after methylization due to the decrease of inhibitiondiameter of bacteria growth. Two isolates (isolate 1 and 2) obtained fromthe  purification  steps  were  characterized  using  UV-Visiblespectrophotometer and FT-IR. The results indicated the existence ofphenolic compunds showed by -OH stretching in 3,445 and 3,448 cm -1 ;and CH aromatic stretching in 3,010 and 3,030 cm -1 . Isolate 1 was higherin antioxidant and antibacterial activities than isolate 2.</p><p>Key words : Uncaria gambir, methyl derivative, antibacterial, antioxidantactivities</p>

scholarly journals Metal Complexes Derived of Diosmin with Biological Activities in vitro

2019 ◽  
Vol 9 (1) ◽  
pp. 10
Author(s):  
Maéli M. F. Civa ◽  
Dirceu G. de Souza ◽  
Renata G. Silva ◽  
Dayany da S. A. Maciel ◽  
Ricardo L. Tranquilin ◽  
...  
Keyword(s):  
Metal Complexes ◽  
Biological Activities ◽  
Coordination Complexes ◽  
Human Leukemia ◽  
Human Leukemia Cells ◽  
Ft Ir ◽  
Xrd Techniques ◽  
Better Than

The coordination of metal ions with flavonoids is applied to improve its pharmacological properties. To evaluate the role of ions on diosmin new complexes with Fe(II), Cu(II) and Co(II) ions were synthetized and characterized by UV, FT-IR and XRD techniques and surface morphology by SEM. The biological activity of coordination complexes in vitro, the antioxidant (ABTS), antibacterial (disc diffusion and MIC) and antitumoral activities (MTT) were analyzed. Diosmin when reacting with Fe(II) at 50&ordm;C loses the sugar molecule becoming diosmetin (D) coordinated at 1D:1Fe ratio. In presence of Cu(II) and Co(II) at the same conditions besides losing the sugar, diosmin loses the methyl group at C4&rsquo; and H at C3&rsquo;, producing a new ligand and complexes at 1D:2Cu or Co ratio, to produce DCu and DCo, respectively. The coordination of Cu and Fe improve the antioxidant activity of diosmin. DCo was the only presented antibacterial activity. Additionally, a specific antitumor effect of diosmin and metal complexes upon human leukemia cells was demonstrated, suggesting an immune regulatory action. The anti-melanoma activity of DCo is 10 times better than diosmin. Metal coordination could be used to improve drug activity and to give direction to a new possibility of clinical use for diosmin.

Sign in / Sign up

Export Citation Format

Share Document