Synthesis, CMC determination, and intercalative binding interaction with nucleic acid of a surfactant–copper(II) complex with modified phenanthroline ligand (dpq)

Abstract

A surfactant-copper(II) complex, [Cu(dpq)2DA](ClO4)2 (dpq = dipyrido[3,2-d:2'-3'-f]quinoxaline; DA-dodecylamine), was synthesized and characterized on the basis of elemental analyses, UV-vis, IR, and EPR spectra. The critical micelle concentration (CMC) value of this surfactant-copper(II) complex in aqueous solution was found out from conductance measurements. Specific conductivity data at different temperature served for the evaluation of the temperature-dependent CMC and the thermodynamics of micellization (ΔG°(m), ΔH°(m) and ΔS°(m)). In addition, the complex has been examined by its ability to bind to nucleic acids (DNA and RNA) in tris-HCl buffer by UV-vis absorption, emission spectroscopy techniques, and viscosity measurements. The complex has been found to bind strongly to nucleic acids with apparent binding constants at DNA and RNA is 4.3 × 10(5), 9.0 × 10(5) M(-1), respectively. UV-vis studies of the interaction of the complex with DNA/RNA have revealed that the complex can bind to both DNA and RNA by the intercalative binding mode via ligand dpq into the base pairs of DNA and RNA which has been verified by viscosity measurements. The presence of long aliphatic chain in the surfactant complex increases this hydrophobic interaction. The binding constants have been calculated. The cytotoxic activity of this complex on human liver carcinoma cancer cells was determined by adopting 3-(4, 5-dimethylthiazol-2-yl)-2, 5- diphenyl tetrazolium bromide assay and specific staining techniques. The antimicrobial and antifungal screening tests of this complex have shown good results.

Application of the Box–Behnken design for the production of soluble curcumin: Skimmed milk powder inclusion complex for improving the treatment of colorectal cancer

“…The Caco‐2 and SW480 cells were seeded in separate 6‐well plates and treated using the IC 50 concentrations. After incubation for 24 hr, cells were collected and stained by aqueous Hoechst 33258 stain at room temperature for 5 min (Nagaraj et al., 2014). Morphological variations were also observed and micrographed by fluorescence microscopy with a 377−355 nm filter (400× magnification).…”

Influence of self-assembly on intercalative DNA binding interaction of double-chain surfactant Co(iii) complexes containing imidazo[4,5-f][1,10]phenanthroline and dipyrido[3,2-d:2′-3′-f]quinoxaline ligands: experimental and theoretical study

“…22 We have been interested in the synthesis and micelle forming properties of Co(III)/Cu(II) complexes containing lipophilic ligands. [23][24][25][26][27][28][29][30][31][32][33] As in biology, such compounds may exhibit novel physical and chemical properties with interesting and useful associated applications. In metal-based drugs, the metal can coordinate ligands in a precise threedimensional configuration, thus allowing the tailoring of the molecule to recognize and interact with a specific molecular target.…”

<p>Stoichiometrically Governed Curcumin Solid Dispersion and Its Cytotoxic Evaluation on Colorectal Adenocarcinoma Cells</p>

“…After incubation for 24 hours, cells were collected and stained by aqueous Hoechst 33,258 stain at room temperature for 5 minutes. 23 Drug Design, Development and Therapy 2020:14 Morphological variations were also observed and micrographed by fluorescence microscopy with a 377-355 nm filter (400x magnification).…”