Theoretical and experimental studies of Cu(II) and Zn(II) coordination compounds with N,O donor bidentate Schiff base ligand containing amino phenol moiety

Kusmariya, Brajendra S.; Tiwari, Anjali; Mishra, Anju; Naikoo, Gowhar A.

doi:10.1016/j.molstruc.2016.04.056

Cited by 20 publications

(12 citation statements)

References 58 publications

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“…The appearance of a band at 30131–30391 cm −1 confirmed the metal → ligand charge transfer phenomenon. All the observed bands confirmed the square pyramidal geometry of both vanadium complexes . The Fe(II) complexes showed two typical electronic transitions at 10160–10197 and 10287–10354 cm −1 , implying 5T2g and 5Eg transitions and confirming their octahedral symmetries.…”

Section: Resultssupporting

confidence: 58%

“…No characteristic d–d transition bands were recorded for the diamagnetic nature of the corresponding Zn(II) complexes. Only the strong band of high intensity was recorded at 29405–29971 cm −1 due to metal → ligand charge transfer …”

Section: Resultsmentioning

confidence: 99%

“…Metal‐based drugs are proving to be potential candidates to replace their traditionally used counterparts . This may be due to their higher yields with lower possibilities of isomer generation . Several bioactive compounds, such as sulfonamides, triazoles, isatins, and benzothiazines, have been modified structurally to cope with ever‐increasing pathogenic resistance as a result of their drug resistance .…”

Section: Introductionmentioning

confidence: 99%

“…Sulfonamide cores as biologically active candidates are widely employed as antifungal, antibacterial, antioxidant, and anticancer agents, and as insulin mimics and enzyme inhibitors . By knowing such unique properties, many such bioactive derivatives have been designed . Schiff base compounds derived from sulfonamides have been an area of interest for synthetic scientists for the last three decades due to their bioactive roles .…”

Section: Introductionmentioning

confidence: 99%

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Synthesis, characterization, and biological screening of metal complexes of novel sulfonamide derivatives: Experimental and theoretical analysis of sulfonamide crystal

Sumrra

Hassan

Imran

et al. 2020

Applied Organom Chemis

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This study reports the synthesis of sulfonamide‐derived Schiff bases as ligands L1 and L2 as well as their transition metal complexes [VO(IV), Fe(II), Co(II), Ni(II), Cu(II), and Zn(II)]. The Schiff bases (4‐{E‐[(2‐hydroxy‐3‐methoxyphenyl)methylidene]amino}benzene‐1‐sulfonamide (L1) and 4‐{[(2‐hydroxy‐3‐methoxyphenyl)methylidene]amino}‐N‐(5‐methyl‐1,2‐oxazol‐3‐yl)benzene‐1‐sulfonamide (L2) were synthesized by the condensation reaction of 4‐aminobenzene‐1‐sulfonamide and 4‐amino‐N‐(3‐methyl‐2,3‐dihydro‐1,2‐oxazol‐5‐yl)benzene‐1‐sulfonamide with 2‐hydroxy‐3‐methoxybenzaldehyde in an equimolar ratio. Sulfonamide core ligands behaved as bidentate ligands and coordinated with transition metals via nitrogen of azomethine and the oxygen of the hydroxyl group. Ligand L1 was recovered in its crystalline form and was analyzed by single‐crystal X‐ray diffraction technique which held monoclinic crystal system with space group (P21/c). The structures of the ligands L1and L2 and their transition metal complexes were established by their physical (melting point, color, yields, solubility, magnetic susceptibility, and conductance measurements), spectral (UV–visible [UV–Vis], Fourier transform infrared spectroscopy, 1H NMR, 13C NMR, and mass analysis), and analytical (CHN analysis) techniques. Furthermore, computational analysis (vibrational bands, frontier molecular orbitals (FMOs), and natural bonding orbitals [NBOs]) were performed for ligands through density functional theory utilizing B3LYP/6‐311+G(d,p) level and UV–Vis analysis was carried out by time‐dependent density functional theory. Theoretical spectroscopic data were in line with the experimental spectroscopic data. NBO analysis confirmed the extraordinary stability of the ligands in their conjugative interactions. Global reactivity parameters computed from the FMO energies indicated the ligands were bioactive by nature. These procedures ensured the charge transfer phenomenon for the ligands and reasonable relevance was established with experimental results. The synthesized compounds were screened for antimicrobial activities against bacterial (Streptococcus aureus, Bacillus subtilis, Eshcheria coli, and Klebsiella pneomoniae) species and fungal (Aspergillus niger and Aspergillus flavous) strains. A further assay was designed for screening of their antioxidant activities (2,2‐diphenyl‐1‐picrylhydrazine radical scavenging activity, total phenolic contents, and total iron reducing power) and enzyme inhibition properties (amylase, protease, acetylcholinesterase, and butyrylcholinesterase). The substantial results of these activities proved the ligands and their transition metal complexes to be bioactive in their nature.

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Section: Resultssupporting

confidence: 58%

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

See 2 more Smart Citations

Synthesis, characterization, and biological screening of metal complexes of novel sulfonamide derivatives: Experimental and theoretical analysis of sulfonamide crystal

Sumrra

Hassan

Imran

et al. 2020

Applied Organom Chemis

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“…The presence of intense peak in the region of 714–717 cm –1 was due to C–S bond. The presence of bands in the region 500–650 cm –1 corresponded to Zn–O (557), Zn–N (642), Ni–N (653), Ni–O (550), Co–N (608), and Co–O (518 cm –1 ).…”

Section: Resultsmentioning

confidence: 99%

Formation and Structural Characterization of Metal Complexes derived from Thiosalicylic Acid

Bhowon

Jhaumeer‐Laulloo

Moosun

et al. 2017

Zeitschrift anorg allge chemie

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The formation and structural aspects of some metal complexes of thiosalicylic acid (TSA) were studied. The μ‐bridging tetra‐coordinated Ru complex, [Ru(C6H4(CO2)(μ‐S)(H2O)]2 (1) was formed by hydrothermal reaction of TSA with RuCl3. The complexes [M(dtdb)(phen)(H2O)]n (2–4) (M = ZnII, CoII, NiII, dtdb = 2,2′‐dithiodibenzoate anion, phen = 1,10‐phenanthroline) were obtained by the slow diffusion technique and the in situ S–S bond formation was confirmed by elemental, spectral and X‐ray analysis. Reaction of TSA with CuCl2 and 2,2′‐bipyridine (bipy) under the slow diffusion technique yielded the dimer [Cu(tdb)(bipy)] (5) (tdb = thiodibenzoic acid), where the in situ generation of 2,2′‐thiodibenzoic acid was observed.

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Design, facile synthesis, spectroscopic characterization, and medicinal probing of metal‐based new sulfonamide drugs: A theoretical and spectral study

Hassan

Sumrra

Raza

et al. 2020

Applied Organom Chemis

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Sulfonamide core‐based new ligands 4‐{[(2,4‐dihydroxyphenyl)methylidene]amino}benzene‐1‐sulfonamide as (L1) and 4‐[(2,4‐dihydroxyphenyl)methylidene]amino‐N‐(5‐methyl‐1,2‐oxazol‐3‐yl)benzene‐1‐sulfonamide as (L2) have been synthesized through condensation response and were characterized by their UV–Vis, FT‐IR, 1H NMR, 13C NMR, mass spectrometry, and elemental analyses. The ligands were reacted with transition metals (V, Fe, Co, Ni, Cu, and Zn) to synthesize the metal complexes (1)–(12). The metal complexes were also characterized, based on their physical (color, solubility, yield and melting point, conductance, magnetic), spectral (UV–Vis, FT‐IR, LC–MS), and microanalytical (elemental) data. The bidentate ligands were coordinated with transition metal salts by exploiting the azomethine nitrogen and the hydroxyl group oxygen. The electronic spectra for the metal complexes suggested them to have square‐pyramidal geometry for their vanadyl complexes whereas all the remaining complexes to be octahedral. The optimized geometries of the ligands at their ground state energies were studied through density functional approach at the B3LYP/6‐31G** level. The electronic, molecular electrostatic potential (MEP), and chemical descriptive properties were also explored by first‐principle insights. A clear intramolecular charge transfer was witnessed by occupied molecular orbitals (HOMO) to unoccupied molecular orbitals (LUMO). In addition, all the products were then tested for their antimicrobial potential against four bacterial (Staphylococcus aureus, Bacillus subtilis, Escherichia coli, and Klebsiella pneumoniae) and two fungal (Aspergillus flavus and Aspergillus niger) species. The synthetic products were also tested for their antioxidant and enzyme inhibition properties that gave the excellent results implying their bioactive nature. The screening results revealed the metal complexes to have enhanced bioactive actions in comparison with their respective ligands.

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Theoretical and experimental studies of Cu(II) and Zn(II) coordination compounds with N,O donor bidentate Schiff base ligand containing amino phenol moiety

Cited by 20 publications

References 58 publications

Synthesis, characterization, and biological screening of metal complexes of novel sulfonamide derivatives: Experimental and theoretical analysis of sulfonamide crystal

Synthesis, characterization, and biological screening of metal complexes of novel sulfonamide derivatives: Experimental and theoretical analysis of sulfonamide crystal

Formation and Structural Characterization of Metal Complexes derived from Thiosalicylic Acid

Design, facile synthesis, spectroscopic characterization, and medicinal probing of metal‐based new sulfonamide drugs: A theoretical and spectral study

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