Facile synthesis, X-Ray structure of new multi-substituted aryl imidazole ligand, biological screening and DNA binding of its Cr(III), Fe(III) and Cu(II) coordination compounds as potential antibiotic and anticancer drugs

Abdel‐Rahman, Laila H.; Abdelhamid, Antar A.; Abu‐Dief, Ahmed M.; Shehata, Mohamed R.; Bakheet, Mohamed A.

doi:10.1016/j.molstruc.2019.127034

Cited by 71 publications

(25 citation statements)

References 41 publications

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“…After 48 h, cells were rinsed and treated with SRB (sulforhodamine B), the protein-binding dye. [30][31][32][33] Excrescent stain was washed using acetic acid, whereas the linked stain was retrieved using Tr-EDTA buffer. Color intensity was measured using an ELA reader.…”

Section: In Vitro Anticancer Activitymentioning

confidence: 99%

Synthesis, characterization, DNA binding/cleavage, and anticancer and antimicrobial activities: Nano‐sized Co(II) and Cd(II) complexes and their use as a precursor for CoO and CdO nanoparticles

Alothman

Ammar

2020

Applied Organom Chemis

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In the search of effective bioactive compounds, Co(II) (C1) and Cd(II) (C2) complexes of the type [M(FMAPIMP)(H2O)Cl].nH2O (where M = Co(II); n = 2, Cd(II); n = 3, and FMAPIMP = ligand[2‐((E)‐((2‐(((E)‐furan‐2‐ylmethylene)amino)phenyl)imino)methyl)phenol]) were synthesized and characterized using elemental analysis, UV–Vis., cyclic voltammetry, Fourier‐transform infrared (FT‐IR), nuclear magnetic resonance, and mass spectral studies. The thermal stability of nano‐sized Co(II) and Cd(II) complexes was studied using thermogravimetric analysis (TGA). Cobalt and cadmium oxides were synthesized using cobalt and cadmium nanoparticle (NP) structure Schiff base complexes as the raw material after calcination for 5 h at 600 °C. According to the results, Co(II) and Cd(II) complexes with mole ratio 1:1 of metal: H‐FMAPIMP which octahedral are the most probable geometry for it. On the contrary, synthesized C1 and C2 NPs were used as suitable precursors for the preparation of CoO and CdO NPs. The obtained NPs were characterized using FT‐IR, UV–Vis., TGA, powder X‐ray diffraction (PXRD), scanning electron microscopy (SEM), transmission electron microscopy (TEM), and atomic force microscopy techniques. PXRD analysis revealed that the obtained oxides were crystalline and corresponded to CoO and CdO phases. Crystal size, shape, and morphology were determined using SEM and TEM. H‐FMAPIMP and its two complexes (C1 and C2) were tested against human ovarian cancer cell line (PA‐1). The synthesized Co(II) and Cd(II) complexes exhibited enhanced activity against the tested bacterial (Staphylococcus aureus and Escherichia Coli) and fungal strains (Candida albicans and Aspergillus fumigatus) as compared to H‐FMAPIMP. The results of the DNA‐cleavage activity indicated that the ligand and its two complexes can cleave calf thymus‐DNA at different degrees. Further, antituberculosis activity was performed using microplate alamarBlue assay. Among all these synthesized compounds, C1 exhibited good cleaving ability compared to the newly synthesized C2. Finally, the geometry of H‐FMAPIMP and its Co(II) and Cd(II) complexes was optimized using molecular modeling.

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Section: In Vitro Anticancer Activitymentioning

confidence: 99%

Synthesis, characterization, DNA binding/cleavage, and anticancer and antimicrobial activities: Nano‐sized Co(II) and Cd(II) complexes and their use as a precursor for CoO and CdO nanoparticles

Alothman

Ammar

2020

Applied Organom Chemis

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“…It is a conclusive technique of studying DNA interaction with prepared complexes. The gel after electrophoresis showed DNA intensity loaded with the prepared complexes, has partly reduced for CoL, VOL, CuL, FeL, and NiL complexes as shown in (figure 11) [40,41]. The DNA could bind to the investigated complexes via interactive mode as shown from experimental results.…”

Section: Gel Electrophoresismentioning

confidence: 98%

“…The results show that all titled complexes are more cytotoxic than the H 2 L ligand. The cytotoxic behavior may be explained in Tweedy' s chelation theory [40][41][42][43][44][45]. Most of the complexes are active against the Hep-G2 cell line while H 2 L has lower activity than metal complexes and its IC 50 value is 21.0 μg μml −1 .…”

Section: Cytotoxicitymentioning

confidence: 99%

Synthesis, DFT calculation, DNA-binding, antimicrobial, cytotoxic and molecular docking studies on new complexes VO(II), Fe(III), Co(II), Ni(II) and Cu(II) of pyridine Schiff base ligand

Alzamil

2020

Mater. Res. Express

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A new H 2 L ligand (6, 6′-(pyridine-2, 6-diylbis(azan-1-yl-1-ylidene))bis(methan-1-yl-1-ylidene)bis(2ethoxyphenol) was obtained from the reaction of 2, 6-diamino pyridine and 3-ethoxy salicyaldehyde in 1:2 molar ratio and fully characterized using elemental analyses and spectroscopic tools. The reaction of a ligand with the different metal salts yields five new complexes CuL, CoL, NiL, FeL, and VOL. The new complexes were identified according to the results of elemental analyses, IR and UV-vis spectra, magnetic moment, molar conductance and thermal analyses (TGA). From the conductivity data, it is deduced that all complexes are non-electrolytes. FT-IR spectra displayed that the Schiff base ligand coordinated to the metal ions in a manner with ONNO donor sites, the nitrogen atom of the pyridine ring, the nitrogen of one azomethine group and two oxygen atoms of the two phenolic OH groups. The results of electronic spectra and magnetic susceptibility confirmed octahedral geometry of FeL complex and square pyramidal geometry for CoL, CuL and VOL and square planar for NiL. The electronic structure of H 2 L ligand and its complexes were investigated theoretically at the DFT-B3LYP-311 G ** level of the theory. FT-IR spectra established the involvement of pyridine nitrogen in the coordination process. The presence of coordinated water molecules inside the coordination sphere of the complexes CoL, CuL and FeL are supported by TGA studies. The antimicrobial activities of the ligand and its complexes were determined against two Gram-positive bacteria (B. subtitles and S. aureus) and two Gram-negative (E. coli and P. vulgaris) and two fungus (Candida albicans and Aspergilla's fumigates). The results showed that the complexes behaved as better antimicrobial agents than the ligand, VOL complex shows exceptional antimicrobial efficacy. The order of increasing the antibacterial and antifungal potency is H 2 L<NiL<CuL<CoL< FeL<VOL. The binding of the complexes with CT-DNA was followed using electronic absorption, viscosity and gel-electrophoresis measurements. These studies confirmed that the complexes bind to CT-DNA through a groove binding mode with certain affinities (Kb=6.25×10 5 , 5.50×10 5 , 3.20×10 5 , 2.50×10 5 and 1.52×10 5 for CuL, FeL, VOL, NiL, and CoL respectively). Moreover, cytotoxic effect against hepatocellular carcinoma cell line (HEP-G2) was screened. The IC 50 values of the ligand and complexes suggest that the compounds possess very good cytotoxic activity and follow the order: CuL > FeL > VOL > NiL > CoL>H 2 L. These results strongly agree with results of binding constant of CT-DNA with different metal complexes.

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“…[7][8][9][10][11][12] Studies on the roles of metals and metal complexes in biological systems have gained significant importance in recent years. In the literature, there are many studies on the antioxidant, 13 antibacterial, 14,15 anticancer, 16 antitumor, 13 and enzyme inhibitory 17 properties of transition-metal complexes of carboxylic acids.…”

Section: Introductionmentioning

confidence: 99%

Synthesis, spectroscopic properties, crystal structures, DFT studies, and the antibacterial and enzyme inhibitory properties of a complex of Co(II) 3,5-difluorobenzoate with 3-pyridinol

Sertçelik

2020

Journal of Chemical Research

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A new complex, [Co(DFB)2(3-Pyr)2(H2O)2] (where DFB = 3,5-difluorobenzoate, 3-Pyr = 3-pyridinol), is synthesized and characterized using different techniques (elemental analysis, Fourier transform infrared spectroscopy, and single-crystal X-ray diffraction). Looking at the crystal structure of the complexes, the cobalt atom is coordinated by two nitrogen atoms from two 3-Pyr ligands, two carboxylate oxygen atoms from two DFB anions, and two oxygen atoms from two water molecules. The complex has distorted octahedral geometry around the cobalt atom center complex and crystallizes in the P21/n space group (monoclinic system). Geometry optimization, frequency analysis, and energy quantum chemical calculations on the complex are performed by Density Functional Theory [B3LYP/6-31G (d,p) basis set] to predict the molecular properties. The novel complex is tested against the metabolic isoenzymes human carbonic anhydrases I and II. The novel complex shows Ki values of 317.26 ± 23.25 µM against hCA I and 255.41 ± 48.05 µM against hCA II; the IC50 values for these isoenzymes are 274.37 and 204.33 µM.

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Facile synthesis, X-Ray structure of new multi-substituted aryl imidazole ligand, biological screening and DNA binding of its Cr(III), Fe(III) and Cu(II) coordination compounds as potential antibiotic and anticancer drugs

Cited by 71 publications

References 41 publications

Synthesis, characterization, DNA binding/cleavage, and anticancer and antimicrobial activities: Nano‐sized Co(II) and Cd(II) complexes and their use as a precursor for CoO and CdO nanoparticles

Synthesis, characterization, DNA binding/cleavage, and anticancer and antimicrobial activities: Nano‐sized Co(II) and Cd(II) complexes and their use as a precursor for CoO and CdO nanoparticles

Synthesis, DFT calculation, DNA-binding, antimicrobial, cytotoxic and molecular docking studies on new complexes VO(II), Fe(III), Co(II), Ni(II) and Cu(II) of pyridine Schiff base ligand

Synthesis, spectroscopic properties, crystal structures, DFT studies, and the antibacterial and enzyme inhibitory properties of a complex of Co(II) 3,5-difluorobenzoate with 3-pyridinol

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