Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysis
The present work focused on molecular structure and various spectroscopic studies of 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid is also called as Ethacrynic acid (EA). The B3LYP/6-311G(d,p) level of theory was adopted to compute the molecular geometry (monomer and dimer) for EA mo...
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| Format: | Article |
| Language: | English |
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Elsevier
2024-06-01
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| Series: | Chemical Physics Impact |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2667022424000410 |
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| author | S. Asokan S. Sebastian B. Karthikeyan S. Xavier R. Ganapathi Raman S. Silvan S. Sangeetha Margreat R. Sagayaraj |
| author_facet | S. Asokan S. Sebastian B. Karthikeyan S. Xavier R. Ganapathi Raman S. Silvan S. Sangeetha Margreat R. Sagayaraj |
| author_sort | S. Asokan |
| collection | DOAJ |
| description | The present work focused on molecular structure and various spectroscopic studies of 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid is also called as Ethacrynic acid (EA). The B3LYP/6-311G(d,p) level of theory was adopted to compute the molecular geometry (monomer and dimer) for EA molecule, the computed geometrical parameters are well coincided with related XRD data. The Natural Bond Orbital (NBO) was calculated to find donor-acceptor interaction. The vibrational modes of EA molecule was computed by B3LYP/6-311G(d,p) method and assignments were carried out by finding Potential Energy Distribution (PED) using VEDA software. The deviation in wavenumber of O-H vibrations (in COOH) group evident the intermolecular hydrogen bond interaction is possible between nearby molecules. The Gauge Independent Atomic Orbital (GIAO) method is used to find 1H and 13C NMR chemical shift and correlated with recorded NMR spectrum. The Time-Dependent density functional theory (TD-DFT) is used to determine the various electronic parameters. The intra, inter molecular and non covalent interactions of the EA molecule are examined by Atoms in Molecules (AIM), ELF, LOL and RDG analysis. From AIM analysis the EA molecule form C-H…...Cl hydrogen bond of energies 1.2863 and 1.1922 Kcal/mol in both monomer and dimer were determined. Mulliken atomic charge analysis is used find the electronegativity equalization and charge transfer in the molecular system. Fukui function carried out to identify electrophilic and nucleophilic attack in the EA molecule. Thermal (DTA) and thermogravimetric (TG) analyzes adopted to determine the thermal behavior of compound which denote the compound dissociate around 122.5 °C. The thermodynamic parameters for different temperature were also calculated by B3LYP/6-311G(d,p) method. The EA compound was monitor to the antibacterial activity by agar well diffusion method. Molecular docking analysis carried out using Autodock software with protein inhibit thyroid and breast cancer show binding energies of -4.79 and -3.99 Kcal/mol. |
| first_indexed | 2024-03-08T09:41:37Z |
| format | Article |
| id | doaj.art-4b6c880c0fb24b2faffa000535dd09a2 |
| institution | Directory Open Access Journal |
| issn | 2667-0224 |
| language | English |
| last_indexed | 2024-03-08T09:41:37Z |
| publishDate | 2024-06-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Chemical Physics Impact |
| spelling | doaj.art-4b6c880c0fb24b2faffa000535dd09a22024-01-30T04:18:42ZengElsevierChemical Physics Impact2667-02242024-06-018100497Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysisS. Asokan0S. Sebastian1B. Karthikeyan2S. Xavier3R. Ganapathi Raman4S. Silvan5S. Sangeetha Margreat6R. Sagayaraj7Research Scholar, P.G & Research Department of Physics, St. Joseph's College of Arts & Science (Autonomous), Cuddalore, Tamil Nadu 607001, India; Department of Physics, Manakula Vinayagar Institute of Technology, Puducherry 605107, IndiaP.G & Research Department of Physics, St. Joseph's College of Arts & Science (Autonomous), Cuddalore, Tamil Nadu 607001, India; Corresponding author.Department of Chemistry, Annamalai University, Annamalai Nagar, 608 002, IndiaP.G & Research Department of Physics, St. Joseph's College of Arts & Science (Autonomous), Cuddalore, Tamil Nadu 607001, IndiaDepartment of Physics, Saveetha Engineering College (Autonomous), Thandalam, Chennai, Tamil Nadu 602105, IndiaP.G & Research Department of Biochemistry, St. Joseph's College of Arts & Science (Autonomous), Cuddalore, Tamil Nadu 607001, IndiaP.G & Research Department of Physics, St. Joseph's College of Arts & Science (Autonomous), Cuddalore, Tamil Nadu 607001, IndiaP.G & Research Department of Physics, St. Joseph's College of Arts & Science (Autonomous), Cuddalore, Tamil Nadu 607001, IndiaThe present work focused on molecular structure and various spectroscopic studies of 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid is also called as Ethacrynic acid (EA). The B3LYP/6-311G(d,p) level of theory was adopted to compute the molecular geometry (monomer and dimer) for EA molecule, the computed geometrical parameters are well coincided with related XRD data. The Natural Bond Orbital (NBO) was calculated to find donor-acceptor interaction. The vibrational modes of EA molecule was computed by B3LYP/6-311G(d,p) method and assignments were carried out by finding Potential Energy Distribution (PED) using VEDA software. The deviation in wavenumber of O-H vibrations (in COOH) group evident the intermolecular hydrogen bond interaction is possible between nearby molecules. The Gauge Independent Atomic Orbital (GIAO) method is used to find 1H and 13C NMR chemical shift and correlated with recorded NMR spectrum. The Time-Dependent density functional theory (TD-DFT) is used to determine the various electronic parameters. The intra, inter molecular and non covalent interactions of the EA molecule are examined by Atoms in Molecules (AIM), ELF, LOL and RDG analysis. From AIM analysis the EA molecule form C-H…...Cl hydrogen bond of energies 1.2863 and 1.1922 Kcal/mol in both monomer and dimer were determined. Mulliken atomic charge analysis is used find the electronegativity equalization and charge transfer in the molecular system. Fukui function carried out to identify electrophilic and nucleophilic attack in the EA molecule. Thermal (DTA) and thermogravimetric (TG) analyzes adopted to determine the thermal behavior of compound which denote the compound dissociate around 122.5 °C. The thermodynamic parameters for different temperature were also calculated by B3LYP/6-311G(d,p) method. The EA compound was monitor to the antibacterial activity by agar well diffusion method. Molecular docking analysis carried out using Autodock software with protein inhibit thyroid and breast cancer show binding energies of -4.79 and -3.99 Kcal/mol.http://www.sciencedirect.com/science/article/pii/S2667022424000410Ethacrynic acidSpectroscopicDockingTopological analysisDFT |
| spellingShingle | S. Asokan S. Sebastian B. Karthikeyan S. Xavier R. Ganapathi Raman S. Silvan S. Sangeetha Margreat R. Sagayaraj Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysis Chemical Physics Impact Ethacrynic acid Spectroscopic Docking Topological analysis DFT |
| title | Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysis |
| title_full | Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysis |
| title_fullStr | Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysis |
| title_full_unstemmed | Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysis |
| title_short | Exploring molecular structure (monomer & dimer), spectroscopic (FT-IR, FT-Raman, UV-Vis, NMR), TG/DTA, antibacterial and molecular docking investigation on 2-[2,3-dichloro-4-(2-methylidenebutanoyl)phenoxy] acetic acid by DFT and wavefunction analysis |
| title_sort | exploring molecular structure monomer amp dimer spectroscopic ft ir ft raman uv vis nmr tg dta antibacterial and molecular docking investigation on 2 2 3 dichloro 4 2 methylidenebutanoyl phenoxy acetic acid by dft and wavefunction analysis |
| topic | Ethacrynic acid Spectroscopic Docking Topological analysis DFT |
| url | http://www.sciencedirect.com/science/article/pii/S2667022424000410 |
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