Biological evaluation, molecular docking and DFT studies of charge transfer complexes of quinaldic acid with heterocyclic carboxylic acid

Kavitha, R.; Nirmala, S.; Nithyabalaji, Rajendran; Sribalan, Rajendran

doi:10.1016/j.molstruc.2019.127508

Cited by 40 publications

(12 citation statements)

References 27 publications

Supporting

Mentioning

Contrasting

Order By: Relevance

“…The compounds with larger ω can form numbers of interactions with macromolecules. Since, the new Pd(II) complex has a larger value of ω than its related ligands (15.87-2.46 and 1.67, respectively) there should be numerous interactions between the metal complex and biomolecules such as DNA and BSA [60]. In conclusion, the obtained values of the quantum chemical parameters point out the chemical reactivity of the [Pd(bpy)(proli-dtc)]NO 3 complex.…”

Section: Quantum Chemical Calculationmentioning

confidence: 76%

Probing the biomolecular (DNA/BSA) interaction by new Pd(II) complex via in-depth experimental and computational perspectives: synthesis, characterization, cytotoxicity, and DFT approach

2022

View full text Add to dashboard Cite

Scientists should not forget that the rate of death as a result of cancer is far more than that of other diseases like influenza or coronavirus , so the research in this field is of cardinal significance. Therefore, a new and hydrophilic palladium(II) complex of the general formula [Pd(bpy)(proli-dtc)]NO 3 , in which bpy and proli-dtc are 2,2'-bipyridine and pyrroline dithiocarbamate ligands, respectively, was synthesized and characterized utilizing spectral and analytical procedures. Density functional theory (DFT) calculation was also performed with B3LYP method in the gas phase. The DFT and spectral analysis specified that the Pd(II) atom is found in a square-planar geometry. HOMO/LUMO analysis, quantum chemical parameters and MEP surface of the complex were investigated to acquire an intuition about the nature of the compound. Partition coefficient and water solubility determination showed that both lipophilicity and hydrophilicity of the compound are more than cisplatin. The 50% inhibition concentration (IC 50 ) value was evaluated against K562 cancer cells, the obtained result has revealed a promising cytotoxic effect. DNA and BSA binding of the complex were explored through multi-spectroscopic (UV-Vis, fluorescence, FRET, and CD) and non-spectroscopic (gel electrophoresis, viscosity and docking simulation) techniques. The obtained findings demonstrated that the complex strongly interacts with CT-DNA by hydrophobic interactions and possesses medium interaction with BSA via hydrogen bond and van der Waals forces, thus BSA could efficiently carry out complex transportation. Furthermore, the results of docking simulation agree well with the experimental findings. In conclusion, the new Pd(II) complex has cytotoxic activity and could interact with DNA and BSA effectively.

show abstract

Section: Quantum Chemical Calculationmentioning

confidence: 76%

Probing the biomolecular (DNA/BSA) interaction by new Pd(II) complex via in-depth experimental and computational perspectives: synthesis, characterization, cytotoxicity, and DFT approach

2022

View full text Add to dashboard Cite

show abstract

“…CT interactions have been used in dendrimers, photocatalysts, optical communication, non-linear optical materials, optoelectronics, organic semiconductors, biosensors, electrical conductors, organic semiconductors, organic solar cells, and solar energy storage devices [ [7] , [8] , [9] , [10] , [11] , [12] , [13] , [14] , [15] , [16] , [17] , [18] , [19] , [20] , [21] , [22] , [23] , [24] , [25] , [26] , [27] , [28] , [29] , [30] , [31] , [32] , [33] , [34] , [35] , [36] , [37] , [38] , [39] , [40] , [41] , [42] , [43] , [44] , [45] , [46] , [47] ]. Complexation through the CT mechanism enables a long list of applications including studying binding mechanisms of pharmaceutical receptors, studying the pharmacodynamics and thermodynamics of molecules, and anti-inflammatory, antitumor, and antimicrobial studies [ [48] , [49] , [50] , [51] , [52] , [53] , [54] , [55] , [56] , [57] , [58] , [59] , [60] , [61] , [62] , [63] , [64] , [65] , [66] ]. Given the constant increase in the number and types of applications involvin...…”

Section: Introductionmentioning

confidence: 99%

Charge-transfer chemistry of azithromycin, the antibiotic used worldwide to treat the coronavirus disease (COVID-19). Part I: Complexation with iodine in different solvents

Adam

Saad

Alsuhaibani

et al. 2021

Journal of Molecular Liquids

View full text Add to dashboard Cite

Around the world, the antibiotic azithromycin (AZM) is currently being used to treat the coronavirus disease (COVID-19) in conjunction with hydroxychloroquine or chloroquine. Investigating the chemical and physical properties of compounds used alone or in combination to combat the COVID-19 pandemic is of vital and pressing importance. The purpose of this study was to characterize the charge transfer (CT) complexation of AZM with iodine in four different solvents: CH 2 Cl 2 , CHCl 3 , CCl 4 , and C 6 H 5 Cl. AZM reacted with iodine at a 1:1 M ratio (AZM to I 2 ) in the CHCl 3 solvent and a 1:2 M ratio in the other three solvents, as evidenced by data obtained from an elemental analysis of the solid CT products and spectrophotometric titration and Job's continuous variation method for the soluble CT products. Data obtained from UV–visible and Raman spectroscopies indicated that AZM strongly interacted with iodine in the CH 2 Cl 2 , CCl 4 , and C 6 H 5 Cl solvents by a physically potent n→σ* interaction to produce a tri-iodide complex formulated as [AZM·I + ]I 3 − . XRD and TEM analyses revealed that, in all solvents, the AZM-I 2 complex possessed an amorphous structure composed of spherical particles ranging from 80 to 110 nm that tended to aggregate into clusters. The findings described in the present study will hopefully contribute to optimizing the treatment protocols for COVID-19.

show abstract

“…The density functional theory (DFT) method of analysis, which exposes the electronic compositions, hence properties, is an important approach to the study of interacting molecules in conjugate systems [ 29 ], unlike when molecules interact, adhesive bonds are formed. So, for an appreciable understanding of the system, the nature and energies of the interaction bonds, and the charge transfers are required [ 30 ]. Also the thermodynamic properties (ΔH, ΔS and ΔG) of the process is demanded [ 31 ].…”

Section: Introductionmentioning

confidence: 99%

Understanding the aqueous chemistry of quinoline and the diazanaphthalenes: insight from DFT study

Enudi

Louis

Edim

et al. 2021

Heliyon

View full text Add to dashboard Cite

The inter-fragment interactions at various binding sites and the overall cluster stability of quinolone (QNOL), cinnoline (CNOL), quinazoline (QNAZ), and quinoxaline (QNOX) complexes with H 2 O were studied using the density functional theory (DFT) approach. The adsorption and H-bond binding energies, and the energy decomposition mechanism was considered to determine the relative stabilization status of the studied clusters. Scanning tunneling microscopy (STM), natural bonding orbitals (NBO) and charge decomposition were studied to expose the electronic distribution and interaction between fragments. The feasibility of formations of the various complexes were also studied by considering their thermodynamic properties. Results from adsorption studies confirmed the actual adsorption of H 2 O molecules on the various binding sites studied, with QNOX clusters exhibiting the best adsorptions. Charge decomposition analysis (CDA) revealed significant charge transfer from substrate to H 2 O fragment in most complexes, except in QNOL, CNOL and QNAZ clusters with H 2 O at binding position 4, where much charges are back-donated to substrate. The O-H inter-fragment bonds was discovered to be stronger than counterpart N-H bonds in the complexes, whilst polarity indices confirmed N-H as more polar covalent than O-H bonds. Thermodynamic considerations revealed that the formation process of all studied complexes are endothermic (þve ΔH f ) and non-spontaneous (þve ΔG f ).

show abstract

Biological evaluation, molecular docking and DFT studies of charge transfer complexes of quinaldic acid with heterocyclic carboxylic acid

Cited by 40 publications

References 27 publications

Probing the biomolecular (DNA/BSA) interaction by new Pd(II) complex via in-depth experimental and computational perspectives: synthesis, characterization, cytotoxicity, and DFT approach

Probing the biomolecular (DNA/BSA) interaction by new Pd(II) complex via in-depth experimental and computational perspectives: synthesis, characterization, cytotoxicity, and DFT approach

Charge-transfer chemistry of azithromycin, the antibiotic used worldwide to treat the coronavirus disease (COVID-19). Part I: Complexation with iodine in different solvents

Understanding the aqueous chemistry of quinoline and the diazanaphthalenes: insight from DFT study

Contact Info

Product

Resources

About