Synthesis, spectral, X-ray diffraction, antimicrobial studies, and DNA binding properties of binary and ternary complexes of pentadentate N2O3 carbohydrazone ligands

Abstract

Two pentadentate carbohydrazone ligands, H 2 L 1 and H 2 L 2 , were prepared by the reaction of the bifunctional compound carbohydrazide with 2-hydroxy-5-nitrobenzaldehyde and 2-hydroxy-1-naphthaldehyde, respectively. Reactions of the ligands with oxovanadium(IV), cerium(III), thorium(IV), and dioxouranium(VI) ions yielded binary complexes. Reactions of the ligands with the dioxouranium(VI) ion in the presence of secondary ligands (8-hydroxyquinoline, glycine, salicylaldehyde, or benzoylacetone) yielded ternary complexes. The ligands and metal complexes were characterized by different techniques such as elemental and thermal analyses, IR, 1 H and 13 C NMR, electronic, ESR, mass spectra, and powder XRD as well as magnetic susceptibility and conductivity measurements. The coordinating sites are phenolic oxygen, azomethine nitrogen, and carbonyl oxygen. In complexes, the ligands act as dibasic pentadentate except ternary dioxouranium(VI) complexes, obtained using glycine or benzoylacetone, in which the ligands act as monobasic pentadentate. The XRD patterns for the H 2 L 1 ligand, its binary dioxouranium(VI) complex, and its 8-hydroxyquinoline ternary complex indicate crystalline nature and the grain size was estimated. The H 2 L 1 ligand and its binary complex have triclinic systems while the ternary complex has a monoclinic system with different unit-cell parameters. The ligands and some of their metal complexes showed antimicrobial activity toward some Gram-positive and Gram-negative bacteria, yeast (Candida albicans), and fungus (Aspergillus fumigatus), and MIC values were determined. The DNA binding properties of the oxovanadium(IV) complexes of H 2 L 1 and H 2 L 2 ligands were investigated by electronic absorption spectroscopy and viscosity measurements. The results indicated that these complexes bind to DNA via an intercalation binding mode with an intrinsic binding constant K b of 2.55 9 10 4 and 3 9 10 4 M -1 , respectively.

New less toxic zeolite‐encapsulated Cu(II) complex nanomaterial for dual applications in biomedical field and wastewater remediation

“…The difference between the two bands Δν = (ν as − ν s ) = 140 cm −1 , indicating a monodentate nature of the acetate group . The (M&bond;O) and (M&bond;N) bands were observed as new bands in the ranges 551–553 and 458–463 cm −1 , respectively …”

“…For a long time, the coordination chemistry of hydrazone ligands and their coordination compounds has attracted an extensive attention. This is due to their easy synthetic methods and diverse applications as, for example, anti‐microbial, anti‐tumour, anti‐tubercular and anti‐hypertensive agents. Indeed, heterocyclic hydrazones have interesting coordinating behaviour in addition to their broad applications in biological, analytical and various other fields …”

Synthesis and Fundamental Characterization of Diverse Properties of Biocompatible Cd (II) Phosphor Complex for Cytotoxic Activity and Latent Fingerprint Detection

“…Supplementary 1 depicts FT‐IR spectra of H‐DMABTS ligand and its Cd (II) phosphor complex. The FT‐IR spectrum of the Cd (II) phosphor complex shows the disappearance of characteristic spectral band of υ(N‐H) of thiosemicarbazone ligand at 3249 cm −1 . Also, the appearing a new band of υ(C=N) at 1525 cm −1 suggested the coordination via the thiolate form by deprotonation of N‐H proton during the tautomerisation process .…”

“…Thermogravimetric analysis of the Cd (II) phosphor complex gives information concerning the thermal stability and the nature of ethanolic molecules in the Cd (II) phosphor complex as shown in Scheme . The results of TGA analysis show good conformation with theoretical formula as suggested from the elemental analysis.…”

Synthesis and bioactive evaluations of novel benzotriazole compounds as potential antimicrobial agents and the interaction with calf thymus DNA

“…Among them, the intercalative mode is the most important one, in which molecules could intercalate between the base pairs of double helix DNA, then greatly affect or even damage DNA. 42 Molecular docking study is a useful method to investigate the binding modes of small molecules to DNA. 43 So far, the full-length 3D structure of calf thymus DNA is not available in Protein Data Bank (PDB).…”