A novel method for the synthesis and characterization of 10-hexyl-3-(1-hexyl-4, 5-diphenyl-1H-imidazol-2-yl)-10H-phenothiazine: DFT computational, in vitro anticancer and in silico molecular docking studies

Ahamed, J. Irshad; Valan, M. F.; Pandurengan, Kamalarajan; Agastian, Paul; Venkatadri, Babu; Rameshkumar, Marimuthu R.; Kandaswamy, Narendran

doi:10.1007/s11164-020-04297-3

Cited by 14 publications

(4 citation statements)

References 65 publications

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“…The scaling factors have been included into the estimated experimental data using least-squares optimization in order to match theoretical wavenumbers with the experimental results. In order to get visual animation and to confirm the assignment of the normal modes, the Gauss view Program , has been taken into consideration.…”

Section: Methodsmentioning

confidence: 99%

Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO₃/Ag/rGO Composite

M. Visagamani,

Harb,

Kaviyarasu

et al. 2023

ACS Omega

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In this study, an eco-friendly strategy was used to prepare a novel SrTiO 3 / Ag/rGO composite. A SrTiO 3 /Ag/rGO composite-modified screen-printed carbon electrode (SPCE) was applied for the electrochemical detection of 4-nitrophenol. A simple ultrasonic method with an ultrasonic frequency of 20 kHz was used for the synthesis of SrTiO 3 /Ag/rGO composite material. The obtained SrTiO 3 /Ag/rGO composite was characterized by X-ray diffraction, Fourier transform infrared, Raman spectroscopy, field emission electron microscopy, and UV−visible spectroscopy. Electrochemical impedance spectroscopy was used to determine the electrical conductivity of the SrTiO 3 /Ag/rGO composite. The electrochemical properties of the modified electrode were studied using cyclic voltammetry as well as linear sweep voltammetry techniques. In comparison to SrTiO 3 /SPCE, SrTiO 3 /Ag/SPCE, and SrTiO 3 /rGO/SPCE electrodes, SrTiO 3 /Ag/rGO/SPCE demonstrates a considerable increase in 4-nitrophenol redox peak current. At optimum conditions, a large linear response range of 0.1−1000 M, with a relatively low limit of detection (0.03 M), outperforms the previously published modified electrode for 4-nitrophenol. Moreover, the SrTiO 3 /Ag/rGO/SPCE electrode-based 4-nitrophenol sensor is distinguished by good selectivity, high stability, and repeatability. Furthermore, SrTiO 3 /Ag/rGO/SPCE contributed to the detection of 4-nitrophenol in river water and drinking water with the recovery range from 97.5 to 98.7%. The experimental finding was supported by density functional theory calculation.

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Section: Methodsmentioning

confidence: 99%

Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO₃/Ag/rGO Composite

M. Visagamani,

Harb,

Kaviyarasu

et al. 2023

ACS Omega

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“…The ab-initio molecular simulations with gradient geometry optimization were carried out using the Gaussian 09 software package [22][23][24][25][26]. In the context of this research, the Basis Set 6-311 + + G (d,p) is utilized to optimize molecules in the gas phase with Becke's three-parameter Lee-Yang-Parr hybrid exchange-correlation (B3LYP) functions [27]. Because the DFT hybrid B3LYP functional and SDD methods overestimate the fundamental modes, a scaling factor of 0.9613 must be introduced to better agreement with experimental data [28][29][30].…”

Section: Computational Detailsmentioning

confidence: 99%

“…1). The TD-DFT approach was used to compute theoretical UV-visible electronic transition properties such as maximum excitation wavelength (max) and oscillator strengths (f) [31][32][33][34][35]. The chemical shifts of the molecule in the proton 1 H NMR spectra were calculated using the gauge-independent atomic orbital (GIAO) approach [36].…”

Section: Computational Detailsmentioning

confidence: 99%

“…This study uses a uniform scaling approach to get rid of harmonic wavenumber defects. Based on this procedure, the theoretical harmonic wavenumber has been modi ed by a factor of 0.96100 [55].The vibrational frequencies were estimated using the basis set at the B3LYP/6-311 + + G (d,p) level. Table S4 shows the assignments and intensities for the title molecule's observable and calculated vibrational frequencies.…”

Section: Vibrational Assignmentsmentioning

confidence: 99%

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Research on Chemical Intermediates Spectral, Density functional theory calculations, molecular docking studies, antimicrobial, antioxidant, antidiabetic activities of the novel (E)-2-(3-(5-(3-nitrophenyl)furan-2- yl)acryloyl)-3,4-dihydronaphthalen-1(2H)-one

Ahamed,

Presley,

Babu

et al. 2023

Preprint

Self Cite

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The title molecule (E)-2-(3-(5-(3-nitrophenyl)furan-2-yl)acryloyl)-3,4-dihydronaphthalen-1(2H)-one (ENFADH) was completed by combining aromatic aldehydes with methyl ketones using Claisen-Schmidt condensation. The NMR, FTIR, and UV-visible investigations were used to characterize the novel chalcones. To determine the geometric, electronic, spectroscopic features, a theoretical model was also built using Gaussian 09 supporting basis set of B3LYP/6-311 + + G (d,p) as well as this basis set was used to performed the geometry optimization, harmonic vibration simulations, molecule electrostatic potential (MEP), frontier molecular orbitals (FMOs), and Mulliken's population analysis. A scaling factor of 0.9600 results in a attractive correspondence between the title compound vibrational spectrum and the experimental IR spectrum. In this innovative effort of this synthesized molecule gives more in-vitro research, such as anti-oxidant, antibacterial and antidiabetic tests were conducted. It revealed significant bactericidal activity with a maximum zone of inhibition of (19.0 ± 1.7mm) at 2.5 g/ml against Pseudomonas aeruginosa (ATCC 27853), presented maximum DPPH scavenging trait ranging from (30.8 ± 1.3% to 81.2 ± 1.5%) against Vitamin C. Likewise, it showed maximum H2O2 scavenging trait ranging from (37.9 ± 2.5% to 75.8 ± 6.4%) against ascorbic acid. In Anti-diabetic activities, it demonstrated α-amylase inhibition of 20.9 ± 2.4to 73.5 ± 2.3% and α-glucosidase inhibition by display activity of (23.3 ± 1.5 to 79.7 ± 1.2 U/L). In-silico molecular docking investigates using Auto Dock 4.0 showed the active pocket of the 1HD2 protein to estimate genotoxicology. By molecular docking, the title molcule exhibited a higher binding interaction energy of -6.5 (Kcal/mol) against the target 1HD2 protein. The obtained results suggest that the ADME characteristics of the examined drugs were predicted using their retention data (RM0). These early outcomes might be used to help choose new medication candidates and were shown to have no mutagenic effects when tested for toxicity.

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Spectroelectrochemical Properties of 1,10‐Phenanthroline Substituted by Phenothiazine and Carbazole Redox‐active Units

et al. 2021

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Complexes of 1,10‐phenanthrolines with cations of transition metals have broad range of applications. This work aims at designing and investigating phenothiazine and carbazole substituted 1,10‐phenanthrolines as ligands for future complexes with transient metal cations. The combined electrochemical, spectroelectrochemical and DFT studies were employed to demonstrate the effect of broken symmetry in substituted 4,7‐di(phenothiazine)‐1,10‐phenanthrolines on their spectroelectrochemical properties. A reversible color change (new absorption band around 500 nm) due to phenothiazine radical cation was observed in the first oxidation step. Results further indicate that phenothiazine substituents behave as two equivalent but almost electronically isolated redox centres. The work additionally presents a comprehensive reaction mechanistic study of oxidation and reduction processes complemented by HPLC‐MS/MS identification.

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A novel method for the synthesis and characterization of 10-hexyl-3-(1-hexyl-4, 5-diphenyl-1H-imidazol-2-yl)-10H-phenothiazine: DFT computational, in vitro anticancer and in silico molecular docking studies

Cited by 14 publications

References 65 publications

Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO₃/Ag/rGO Composite

Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO₃/Ag/rGO Composite

Research on Chemical Intermediates Spectral, Density functional theory calculations, molecular docking studies, antimicrobial, antioxidant, antidiabetic activities of the novel (E)-2-(3-(5-(3-nitrophenyl)furan-2- yl)acryloyl)-3,4-dihydronaphthalen-1(2H)-one

Spectroelectrochemical Properties of 1,10‐Phenanthroline Substituted by Phenothiazine and Carbazole Redox‐active Units

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A novel method for the synthesis and characterization of 10-hexyl-3-(1-hexyl-4, 5-diphenyl-1H-imidazol-2-yl)-10H-phenothiazine: DFT computational, in vitro anticancer and in silico molecular docking studies

Cited by 14 publications

References 65 publications

Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO3/Ag/rGO Composite

Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO3/Ag/rGO Composite

Research on Chemical Intermediates Spectral, Density functional theory calculations, molecular docking studies, antimicrobial, antioxidant, antidiabetic activities of the novel (E)-2-(3-(5-(3-nitrophenyl)furan-2- yl)acryloyl)-3,4-dihydronaphthalen-1(2H)-one

Spectroelectrochemical Properties of 1,10‐Phenanthroline Substituted by Phenothiazine and Carbazole Redox‐active Units

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Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO₃/Ag/rGO Composite

Electrochemical Detection of 4-Nitrophenol Using a Novel SrTiO₃/Ag/rGO Composite