Synthesis, characterization, DFT calculations, protein binding and molecular docking studies of mononuclear dioxomolybdenum(VI) complexes with ONS donor ligand

Roy, Madhusudan; Biswal, Debanjana; Sarkar, Oiendrilla; Pramanik, Nikhil Ranjan; Paul, Suvendu; Manna, Chandan Kumar; Mondal, Tapan Kumar; Chakrabarti, Syamal

doi:10.1016/j.molstruc.2021.130192

Cited by 20 publications

(15 citation statements)

References 59 publications

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“…FRET can be executed to distinguish the relative orientation and closeness of fluorophores [ 81 ]. The process happens when there is a large overlapping of the acceptor's (compound) absorption spectrum with the donor's (BSA) emission spectrum.…”

Section: Resultsmentioning

confidence: 99%

Comprehensive Assessment of Biomolecular Interactions of Morpholine‐Based Mixed Ligand Cu(II) and Zn(II) Complexes of 2,2′‐Bipyridine as Potential Anticancer and SARS‐CoV‐2 Agents: A Synergistic Experimental and Structure‐Based Virtual Screening

Sakthikumar

Krause

Isamura

2022

Bioinorganic Chemistry and Applications

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A new class of pharmacologically active mixed-ligand complexes (1a-2a) [MII(L)2 (bpy)], where L = 2-(4-morpholinobenzylideneamino)phenol), bpy = 2,2′-bipyridine, MII = Cu (1a), and Zn (2a), were assigned an octahedral geometry by analytical and spectral measurements. Gel electrophoresis showed that complex (1a) demonstrated the complete DNA cleavage mediated by H2O2. The overall DNA-binding constants observed from UV-vis, fluorometric, hydrodynamic, and electrochemical titrations were in the following sequence: (1a) > (2a) > (HL), which suggests that the complexes might intercalate DNA, a possibility that is further supported by the biothermodynamic characteristics. The binding constant results of BSA by electronic absorption and fluorometric titration demonstrate that complex (1a) exhibits the highest binding effectiveness among others, which means that all compounds could interact with BSA through a static approach, additionally supported by FRET measurements. Density FunctionalTheory (DFT) and molecular docking calculations were relied on to unveil the electronic structure, reactivity, and interacting capability of all substances with DNA, BSA, and SARS-CoV-2 main protease (Mpro). These observed binding energies fell within the following ranges: −7.7 to −8.6, −7.2 to −10.2, and −6.7 to −8.2 kcal/mol, respectively. The higher reactivity of the complexes compared to free ligand is supported by the Frontier MolecularOrbital (FMO) theory. The in vitro antibacterial, cytotoxic, and radical scavenging characteristics revealed that complex (1a) has the best biological efficacy compared to others. This is encouraged because all experimental findings are closely correlated with the theoretical measurements.

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Section: Resultsmentioning

confidence: 99%

Comprehensive Assessment of Biomolecular Interactions of Morpholine‐Based Mixed Ligand Cu(II) and Zn(II) Complexes of 2,2′‐Bipyridine as Potential Anticancer and SARS‐CoV‐2 Agents: A Synergistic Experimental and Structure‐Based Virtual Screening

Sakthikumar

Krause

Isamura

2022

Bioinorganic Chemistry and Applications

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“…FRET (Fluorescence Resonance Energy Transfer) can be employed to distinguish the relative orientation and closeness of fluorophores [ 87 ]. The process happens while there is a large overlapping of the acceptor’s (compound) electronic spectrum with the donor’s emission spectrum (BSA).…”

Section: Resultsmentioning

confidence: 99%

An Integrated Analysis of Mechanistic Insights into Biomolecular Interactions and Molecular Dynamics of Bio-Inspired Cu(II) and Zn(II) Complexes towards DNA/BSA/SARS-CoV-2 3CLpro by Molecular Docking-Based Virtual Screening and FRET Detection

2022

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Novel constructed bioactive mixed-ligand complexes (1b) [CuII(L)2(phen)] and (2b) [ZnII(L)2(phen)] {where, L = 2-(4-morpholinobenzylideneamino)phenol), phen = 1,10-phenanthroline} have been structurally analysed by various analytical and spectroscopic techniques, including, magnetic moments, thermogravimetric analysis, and X-ray crystallography. Various analytical and spectral measurements assigned showed that all complexes appear to have an octahedral geometry. Agar gel electrophoresis’s output demonstrated that the Cu(II) complex (1b) had efficient deoxyribonucleic cleavage and complex (2b) demonstrated the partial cleavage accomplished with an oxidation agent, which generates spreadable OH● through the Fenton type mechanism. The DNA binding constants observed from viscosity, UV–Vis spectral, fluorometric, and electrochemical titrations were in the following sequence: (1b) > (2b) > (HL), which suggests that the complexes (1b–2b) might intercalate DNA, a possibility that is supported by the biothermodynamic measurements. In addition, the observed binding constant results of BSA by electronic absorption and fluorometric titrations indicate that complex (1b) revealed the best binding efficacy as compared to complex (2b) and free ligand. Interestingly, all compounds are found to interact with BSA through a static approach, as further attested by FRET detection. The DFT and molecular docking calculations were also performed to realize the electronic structure, reactivity, and binding capability of all test samples with CT-DNA, BSA, and the SARS-CoV-2 3CLPro, which revealed the binding energies were in a range of −8.1 to −8.9, −7.5 to −10.5 and −6.7–−8.8 kcal/mol, respectively. The higher reactivity of the complexes than the free ligand is supported by the FMO theory. Among all the observed data for antioxidant properties against DPPH᛫, ᛫OH, O2−• and NO᛫ free radicals, complex (1a) had the best biological efficacy. The antimicrobial and cytotoxic characteristics of all test compounds have been studied by screening against certain selected microorganisms as well as against A549, HepG2, MCF-7, and NHDF cell lines, respectively. The observed findings revealed that the activity enhances coordination as compared to free ligand via Overtone’s and Tweedy’s chelation mechanisms. This is especially encouraging given that in every case, the experimental findings and theoretical detections were in perfect accord.

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“…Consequently, suspended solutions (10 μl) of the studied bacterial and fungal strains were poured to the each obtained sample wells with the indicated solution of resazurin. Furthermore, a 30‐μl solution of the sterile nutrient broth was poured to the later resulted solution of H 2 Lx, CuL1, or CuL2, that is, to the 96 wells of the plate 28 . Wrapping up of each examined plate was carried out using cling films to prevent the dehydration of the examined current bacterial or fungal strains.…”

Section: Methodsmentioning

confidence: 99%

“…Furthermore, a 30-μl solution of the sterile nutrient broth was poured to the later resulted solution of H 2 Lx, CuL1, or CuL2, that is, to the 96 wells of the plate. 28 Wrapping up of each examined plate was carried out using cling films to prevent the dehydration of the examined current bacterial or fungal strains. Additionally, the positive drugs, that is, fluconazole and ciprofloxacin, were examined in parallel to the current compounds, as standard antibacterial and fungal reagents, respectively.…”

Section: Antibacterial-antifungal Assaysmentioning

confidence: 99%

“…On the other hand, the >N H bond of the isatin ring was observed in CuL1 and CuL2 samples at 3261 and 3251 cm À1 , respectively, which was assigned for no participation of that group in the coordination to Cu +/2+ ion. 28,31 The most stable and regarded structure of such dihydrazone derivatives is diketo structure. 25 Such structure could be proven by the observed sharp strong stretching spectral band at 1678 cm À1 , because of the two isatin ring and at 1582 cm À1 for the two amide ( NH C O) group (Scheme 2).…”

Section: Ftir Spectroscopymentioning

confidence: 99%

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Effect of Cu^+/2+ ions on the biological activity of their bis‐oxalyldihydrazone complexes: ctDNA interaction, antimicrobial and anticancer action

Adam

Mohamed

2023

Applied Organom Chemis

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Two bimetallic homoleptic complexes (CuL1 and CuL2) were synthesized from the coordination of Cu+/2+ ions with diisatin oxalyldihydrazone ligand (H2Lx), respectively. Confirmation of their chemical structures was based on the investigation of alternative spectroscopic tools. To distinguish the role of Cu+/2+ ion and its various charges on their complexes' reactivity, the bioreactivity of H2Lx, CuL1, and CuL2 was established on the spectral results against the growth of some microbial series (fungi and bacteria) and against three human cancer/normal cells. Furthermore, their behavior towards calf thymus DNA (ctDNA) was evaluated through viscometric and spectrophotometric titration. Both CuL1 and CuL2 complexes exhibited an amazing inhibiting effect against the growth of the titled microbial series and the human cancer cells, corresponded to the inhibited zone (mm), MIC (μM), and IC50 magnitudes (μM) and compared with those of their uncoordinated H2Lx ligand. CuL1 demonstrated a featured interacted behavior against ctDNA over that of CuL2 depending on the obtained intrinsic binding constants and the derived Gibbs' free energy values. The assigned nature of interaction could be built on the covalent and/or noncovalent modes, which supported by the electronegativity and electrophilicity of the titled studied compounds towards ctDNA.

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Synthesis, characterization, DFT calculations, protein binding and molecular docking studies of mononuclear dioxomolybdenum(VI) complexes with ONS donor ligand

Cited by 20 publications

References 59 publications

Comprehensive Assessment of Biomolecular Interactions of Morpholine‐Based Mixed Ligand Cu(II) and Zn(II) Complexes of 2,2′‐Bipyridine as Potential Anticancer and SARS‐CoV‐2 Agents: A Synergistic Experimental and Structure‐Based Virtual Screening

Comprehensive Assessment of Biomolecular Interactions of Morpholine‐Based Mixed Ligand Cu(II) and Zn(II) Complexes of 2,2′‐Bipyridine as Potential Anticancer and SARS‐CoV‐2 Agents: A Synergistic Experimental and Structure‐Based Virtual Screening

An Integrated Analysis of Mechanistic Insights into Biomolecular Interactions and Molecular Dynamics of Bio-Inspired Cu(II) and Zn(II) Complexes towards DNA/BSA/SARS-CoV-2 3CLpro by Molecular Docking-Based Virtual Screening and FRET Detection

Effect of Cu^+/2+ ions on the biological activity of their bis‐oxalyldihydrazone complexes: ctDNA interaction, antimicrobial and anticancer action

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Synthesis, characterization, DFT calculations, protein binding and molecular docking studies of mononuclear dioxomolybdenum(VI) complexes with ONS donor ligand

Cited by 20 publications

References 59 publications

Comprehensive Assessment of Biomolecular Interactions of Morpholine‐Based Mixed Ligand Cu(II) and Zn(II) Complexes of 2,2′‐Bipyridine as Potential Anticancer and SARS‐CoV‐2 Agents: A Synergistic Experimental and Structure‐Based Virtual Screening

Comprehensive Assessment of Biomolecular Interactions of Morpholine‐Based Mixed Ligand Cu(II) and Zn(II) Complexes of 2,2′‐Bipyridine as Potential Anticancer and SARS‐CoV‐2 Agents: A Synergistic Experimental and Structure‐Based Virtual Screening

An Integrated Analysis of Mechanistic Insights into Biomolecular Interactions and Molecular Dynamics of Bio-Inspired Cu(II) and Zn(II) Complexes towards DNA/BSA/SARS-CoV-2 3CLpro by Molecular Docking-Based Virtual Screening and FRET Detection

Effect of Cu+/2+ ions on the biological activity of their bis‐oxalyldihydrazone complexes: ctDNA interaction, antimicrobial and anticancer action

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Effect of Cu^+/2+ ions on the biological activity of their bis‐oxalyldihydrazone complexes: ctDNA interaction, antimicrobial and anticancer action