Vibrational spectroscopic, molecular docking and density functional theory studies on 2-acetylamino-5-bromo-6-methylpyridine

Premkumar, S.; Rekha, T. N.; Asath, R. Mohamed; Mathavan, T.; Benial, A. Milton Franklin

doi:10.1016/j.ejps.2015.11.018

Cited by 68 publications

(18 citation statements)

References 38 publications

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“…DFT provides excellent vibrational frequencies of organic compounds, if the computed frequencies are scaled to compensate for the electron correlation, basis set deficiencies and anharmonicity [9]. The influence of molecular structure on the stability and reactivity of the molecules has been drawing attention of many researchers in the recent years [10]. Amino acids are the basic building blocks of proteins.…”

Section: Introductionmentioning

confidence: 99%

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Surface enhanced Raman spectroscopy and quantum chemical studies on glycine single crystal

Parameswari¹,

Premkumar²,

Premkumar³

et al. 2016

Journal of Molecular Structure

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Section: Introductionmentioning

confidence: 99%

“…The DFT calculations are established to correlate well with the experimental spectroscopic techniques [8]. DFT provides excellent vibrational frequencies of organic compounds, if the computed frequencies are scaled to compensate for the electron correlation, basis set deficiencies and anharmonicity [9].…”

Section: Introductionmentioning

confidence: 99%

Surface enhanced Raman spectroscopy and quantum chemical studies on glycine single crystal

Parameswari¹,

Premkumar²,

Premkumar³

et al. 2016

Journal of Molecular Structure

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“…The 3D-dimensional structure of the M 2 receptor protein was built and optimized with kinetic methods using the CHARMm on the DS 2.5. The verification of the structure was conducted via the PROCHECK, indicating that the rational distribution of amino acid residues was similar to the data of GPCR crystal structure published, and the rational structure of the M 2 receptor protein was finally obtained 39 .…”

Section: Methodsmentioning

confidence: 75%

Phencynonate S-isomer as a eutomer is a novel central anticholinergic drug for anti-motion sickness

Liu

Wang³

et al. 2019

Sci Rep

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To compare and evaluate the differences of stereoselective activity, the binding affinity, metabolism, transport and molecular docking of phencynonate isomers to muscarinic acetylcholine receptor (mAChR) were investigated in this study. The rotation stimulation and locomotor experiments were used to evaluate anti-motion sickness effects. The competitive affinity with [3H]-QNB and molecular docking were used for studying the interactions between the two isomers and mAChR. The stereoselective mechanism of isomers was investigated by incubation with rat liver microsomes, a protein binding assay and membrane permeability assay across a Caco-2 cell monolayer using a chiral column HPLC method. The results indicated that S-isomer was more effective against motion sickness and had not anxiogenic action at therapeutic doses. S-isomer has the higher affinity and activity for mAChR in cerebral cortex and acted as a competitive mAChR antagonist. The stereoselective elimination of S-isomer was primarily affected by CYP1B1 and 17A1 enzymes, resulting in a higher metabolic stability and slower elimination. Phencynonate S isomer, as a eutomer and central anticholinergic chiral drug, is a novel anti-motion sickness drug with higher efficacy and lower central side effect. Our data assisted the development of a novel drug and eventual use of S-isomer in clinical practice.

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“…The calculated CN stretching vibrational mode was observed at 1106 cm −1 . The corresponding mode coupled with other vibrational mode was observed at 1128 cm −1 in FT‐IR spectrum and 1130 cm −1 in FT Raman spectrum 38 …”

Section: Resultsmentioning

confidence: 92%

Vibrational, spectroscopic, chemical reactivity, molecular docking and in vitro anticancer activity studies against A549 lung cancer cell lines of 5‐Bromo‐indole‐3‐carboxaldehyde

S¹,

A²,

Kaviyarasu

2020

J of Molecular Recognition

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Spectroscopic investigations are performed for 5‐Bromo‐1H‐indole‐carboxaldehyde by using experimental (FT‐IR, FT‐Raman) and theoretical (DFT) calculations. Vibrational assignments of the fundamental modes were assigned on the basis of Potential energy distribution (PED) calculations. Electron Localization Function (ELF) and Local Orbital Localizer (LOL) studies were performed to visualize the electron delocalization in the molecule. Frontier molecular orbitals (FMOs) and related molecular properties were computed. The electron‐hole distribution of the molecule was also computed using Multiwfn 3.3.9 software to predict the charge transfer within the molecule. The total and partial density of states (TDOS and PDOS) and also the overlap population density of states (OPDOS) spectra were simulated. UV‐Vis spectrum of the compound was also recorded. The reactive sites of the compound were studied from the MEP and Fukui function analysis. The charge delocalization and stability of the title molecule were investigated using natural bond orbital (NBO) analysis. The lung cancer activity of the title compound against p53 tumor suppressor proteins was studied using molecular docking analysis. The in‐vitro cytotoxic activity of the molecule against human pulmonary lung cancer cell lines (A549) was determined by MTT assay.

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Vibrational spectroscopic, molecular docking and density functional theory studies on 2-acetylamino-5-bromo-6-methylpyridine

Cited by 68 publications

References 38 publications

Surface enhanced Raman spectroscopy and quantum chemical studies on glycine single crystal

Surface enhanced Raman spectroscopy and quantum chemical studies on glycine single crystal

Phencynonate S-isomer as a eutomer is a novel central anticholinergic drug for anti-motion sickness

Vibrational, spectroscopic, chemical reactivity, molecular docking and in vitro anticancer activity studies against A549 lung cancer cell lines of 5‐Bromo‐indole‐3‐carboxaldehyde

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