Synthesis, characterization and biological approach of metal chelates of some first row transition metal ions with halogenated bidentate coumarin Schiff bases containing N and O donor atoms

Prabhakara, Chetan T.; Patil, Sangamesh A.; Toragalmath, Shivakumar S.; Kinnal, Shivashankar M.; Badami, Prema S.

doi:10.1016/j.jphotobiol.2016.02.004

Cited by 57 publications

(14 citation statements)

References 53 publications

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“…These data are in close agreement with data reported by Prabhakara et al (2016) for similar schiff base ligands and their metal complexes. Bands around 1300-1200 cm -1 in the spectra of the ligands were due to phenolic vC-O (Prabhakara et al, 2016) and were observed to shift upward (1350-1400 cm -1 ) in the spectra of the complexes and this confirms the participation of phenolic oxygens in complexation with the Cu metal and this observation suggest that -OH groups have been replaced by the metal ion forming M-O bonds via deprotonation (Shelke et al, 2011). 1651 1572 1285 3172 L 2 1651 1570 1285 3168 C 1 1602 1572 1356 3175 C 2 1561 1572 1356 3172 Key:…”

Section: Infrared Spectral Datasupporting

confidence: 93%

Synthesis, spectroscopic characterization and <i>in vitro</i> antibacterial activity studies of Cu(II) complexes derived from 6- hydroxyflavone Schiff bases

Bello¹,

Shallangwa²,

Idris³

et al. 2019

Bayero J. Pure App. Sci.

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This study reported the synthesis of the ligands (E) chromen-6-o1 (L 1) and (E)-2-((6 (L 2). These two Schiff base ligands were synthesized by refluxing e hydroxyflavone with 2-aminophenol and 2 synthesized Schiff bases were subsequently reacted with Cu(II) acetate to form the corresponding metal complexes C 1 and C 2. The compounds melting point and decomposition temperature studies, solubility test, magnetic susceptibility studies and gravimetric analysis. The purity of the compounds were analysed using TLC. The spectroscopic data indicated that the Schiff base ligands acted as tridentate and coordinated to the metal via imine nitrogen and deprotonated phenolic oxygen atoms. The Schiff base ligands have melting point between 166-185 o 202 o C. Magnetic susceptibility studies showed that the complexes are paramagnetic in nature with the µ eff values are in the range of 1.9 found to be in the range of 20.4 nature. The solubility test of the compounds indicated that they are soluble in most organic solvents except water, acetone and tetrachloro methane in which are completely insoluble. The Cu(II) acetate, synthesized ligands and their metal complexes were studied for their in vitro antibacterial activity against two gram positive bacteria (Staphylococcus aureus and Bacillus subtilis) and two gram negative bacteria (Escherichia coli and Salmonel diffusion method and the results indicated that the complexes were more active than the ligands and the Cu(II) acetate but less active compared to standard drug (ciprofloxacin). Keywords: 6-hydroxyflavone, 2-aminophenol, 2 activity. compounds (Refat et al., 2013), perhaps due to biochemical and antimicrobial properties. Copper(II)

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Section: Infrared Spectral Datasupporting

confidence: 93%

Synthesis, spectroscopic characterization and <i>in vitro</i> antibacterial activity studies of Cu(II) complexes derived from 6- hydroxyflavone Schiff bases

Bello¹,

Shallangwa²,

Idris³

et al. 2019

Bayero J. Pure App. Sci.

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“…When we compare two chemically different group of compounds, namely derivatives of salicylaldehyde (10)(11)(12)(13) and coumarin derivatives (18)(19)(20)(21)(22)(23)(24)(25)(26)(27)(28) in context of their anticancer activity, we can take some general conclusions. Schiff bases derived from salicylaldehyde are effective in pancreas and cervical cancer cells; however, they demonstrate also…”

Section: Cytotoxicitymentioning

confidence: 99%

“…In the recent few years, the organic compounds containing coumarin Schiff bases as integral part of their structures, in particular, the transition metal complexes, have gained much attention not only because of their antimicrobial [11,12] but also cytotoxic activity [13]. A variety of coumarinderived Schiff bases have been identified or developed for treatment of different types of cancers [14,15].…”

Section: Introductionmentioning

confidence: 99%

Design, synthesis, and biological activity of Schiff bases bearing salicyl and 7-hydroxycoumarinyl moieties

et al. 2019

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18 (11 novel) Schiff bases, derivatives of salicylaldehyde, 2-hydroxyacetophenone, and 6-acetyl-, 8-acetyl-, and 8-formyl-7-hydroxy-4-methylcoumarin were synthesized and characterized by their spectral studies. 6-Acetyl-7-hydroxy-4-methylcoumarin was prepared by novel method under microwave assistance. These Schiff bases were evaluated for antibacterial activities against 12 bacterial and six fungi strains in vitro. N-(3,5-Dichloro-2-hydroxybenzylidene)-4-aminobenzenesulfonic acid sodium salt proved to be the most active against Staphylococcus aureus and MRSA strains (MIC 0.0194 µmol/cm 3). The substitution pattern, two chlorine atoms in the salicylidene ring and the SO 3 Na group, is probably the most beneficial for the activity against Gram-(+) bacteria strains. All Schiff bases were evaluated for cancer efficacy against CFPAC-1 and HeLa cell cultures originating from human pancreas cancer or human cervical cancer. Schiff bases derived from salicylaldehyde are highly effective in pancreas and cervical cancer cells; however, they demonstrate also substantial toxicity towards NIH3T3 cells. Derivatives of coumarin contain three highly selective compounds: 7-hydroxy-8-[(4-methoxyphenylimino)methyl]-4-methyl-2H-chromen-2-one, N-[(7-hydroxy-4-methyl-2-oxo-2H-chromen-8-yl)methylene]-4-aminobenzenesulfonic acid sodium salt, and 7-hydroxy-8-[1-(4-hydroxyphenylimino)ethyl]-4-methyl-2H-chromen-2-one suggesting more promising potential of the second group of substances.

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“…The variation in the cases of C=O and C=N stretching bands at 1693 and 1619 cm −1 indicates the formation of a complex. Besides these, the new peaks at 489 cm −1 and 568 cm −1 indicate the Co-N and Co-O bands, respectively [ 18 ]. In the FT-IR spectrum of paramagnetic Ni(II) complex N-H stretching band appears with a broad peak at 3437 cm −1 followed by C=O and C=N stretch at 1676 and 1619 cm −1 respectively.…”

Section: Resultsmentioning

confidence: 99%

Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies

et al. 2021

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In the present study, naphthyl acetohydrazide (HL) ligand was prepared and used for the synthesis of new six amorphous transition metal (Co(II), Ni(II), Cu(II), Zn(II), Pb(II), Cd(II)) complexes. All the compounds were characterized by elemental analysis, UV-vis, FT-IR, 1H- and 13C-NMR, and Matrix-Assisted Laser Desorption Ionization (MALDI). The solubilization study was carried out by estimating the interaction between the metal complexes with surfactants viz. sodium stearate (SS) and Cetyltrimethylammonium bromide (CTAB). UV-Visible spectroscopy was employed to determine partitioning and binding parameters, whereas electrical conductivity measurements were employed to estimate critical micellar concentration (CMC), the extent of dissociation, and free energy of micellization. The CT-DNA interaction of synthesized compounds with DNA represents the major groove binding. The synthesized ligand and metal complexes were also tested against bacterial and fungal strains and it has been observed that Cu(II) complex is active against all the strains except Candida albicans, while Cd(II) complex is active against all bacterial and fungal strains except Pseudomonas. Among all compounds, only the Pd(II) complex shows reasonable activity against cervical cancer HeLa cell lines, representing 97% inhibition.

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Synthesis, characterization and biological approach of metal chelates of some first row transition metal ions with halogenated bidentate coumarin Schiff bases containing N and O donor atoms

Cited by 57 publications

References 53 publications

Synthesis, spectroscopic characterization and <i>in vitro</i> antibacterial activity studies of Cu(II) complexes derived from 6- hydroxyflavone Schiff bases

Synthesis, spectroscopic characterization and <i>in vitro</i> antibacterial activity studies of Cu(II) complexes derived from 6- hydroxyflavone Schiff bases

Design, synthesis, and biological activity of Schiff bases bearing salicyl and 7-hydroxycoumarinyl moieties

Synthesis of New Naphthyl Aceto Hydrazone-Based Metal Complexes: Micellar Interactions, DNA Binding, Antimicrobial, and Cancer Inhibition Studies

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