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

Abstract

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.

CoMOF5(pyrazine)(H2O)2 (M = Nb, Ta): Two-Layered Cobalt Oxyfluoride Antiferromagnets with Spin Flop Transitions

“…The infrared spectra in the range of 400–4000 cm –1 for compounds 1 and 2 have been shown in Figure S3 in the Supporting Information. Similar infrared spectra of isostructural compounds 1 and 2 both show a strong characteristic band for MOF 5 (M = Nb 1 , Ta 2 ) octahedron at ν s (M = O) = 913 cm –1 , , and characteristic bands for CoO 2 N 2 F 2 octahedron at ν s (Co–F) = 433 cm –1 , ν s (Co–N) = 470 cm –1 , ν s (Co–O) = 610 cm –1 . − Absorption bands at ∼603 and 570 cm –1 could be assigned to ν­(Nb–F) for 1 , and 614 and 552 cm –1 for ν­(Ta–F) for 2 . , The broad absorptions at ∼3440 and 1650 cm –1 are assigned to water molecules in 1 and 2 . , The remain vibrations could be attributable to pyrazine (see Figure S4 in the Supporting Information) …”

Aminothiazole-Linked Metal Chelates: Synthesis, Density Functional Theory, and Antimicrobial Studies with Antioxidant Correlations

“…After the coordination with all the utilized metals with ligands, 43 the prominence of azomethine as a double bond (CN) was lowered as a result of this scenario, which aided in chelation and impacted M−N bond development (Figure 1). All the complexes had the twisted octahedral configuration with the central metal atom acting as a neutral bidentate ligand with carbonyl oxygen bound (M−N = 2.415−2.146 Å) and phenyl oxygen bound (M−O = 2.45−2.47 Å).…”

“…The ligands were developed by expending the previously described method. 43 The ligand (S 1 ) was designed by adding a magnetically stirred, 10 mmol ethanolic solution (1.52 g) of 2-hydroxy-3-methoxybenzaldehyde to a 10 mmol ethanolic solution of 2-methoxy-6-((thiazol-2-ylimino)methyl)phenol. The mixture was refluxed for 3 h at 100 °C, and the TLC method was used to monitor the progress of the reaction.…”

“…The ferric reducing power (%) was calculated by using the previously mentioned route. 43 A test tube was sequentially admitted to 1.0 mL (1.0 mg/mL), 2.4 mL (2.0 M, pH 6.6), and 5.0 mL (10%) of potassium ferricyanide. For 30 min at 50 °C, the resulting mixture was incubated.…”

Efficient and tunable enhancement of NLO performance for indaceno-based donor moiety in A-π-D-π-D-π-A type first DSSC design by end-capped acceptors

“…The open circuit voltage ranges from -2.86 to 0.2 eV. Using IDIC as a reference, the negative values revealed because when IDIC-R6 was turned on, the passage of open-circuit voltage would function in an OFF condition.Electron injection and hole analysisAs work function (W) of metal (HIE = EHOMO) and (EIE = ELUMO), a hole/electron injection barrier (HIE/EIE)[40]originating from dyes and toward the aluminum (Al) and gold (Au) electrodes is being investigated. In the HIE of new dyes for Au metal, the decreasing rank was as follows: IDIC-R1 (-0.77) > IDIC-R3 (-0.93) > IDIC-R4 (-1.54) > IDIC-R6 (-1.71) > IDIC-R5 (-1.8) > IDIC-R2 (-1.88) (Table5).…”