Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods
This study examine the experimental and computational properties of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole (CBT) based on the density functional theory (DFT). All the computational calculations for the investigated structure were carried out at the theoretical le...
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| Format: | Article |
| Language: | English |
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Elsevier
2023-06-01
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| Series: | Chemical Physics Impact |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2667022423000580 |
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| author | Seema S. Khemalapure Sudhir M. Hiremath Mahanthesh M. Basanagouda Shivaraj B. Radder Varsha V. Koppal S. Christopher Jeyaseelan Veerabhadrayya S. Negalurmath |
| author_facet | Seema S. Khemalapure Sudhir M. Hiremath Mahanthesh M. Basanagouda Shivaraj B. Radder Varsha V. Koppal S. Christopher Jeyaseelan Veerabhadrayya S. Negalurmath |
| author_sort | Seema S. Khemalapure |
| collection | DOAJ |
| description | This study examine the experimental and computational properties of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole (CBT) based on the density functional theory (DFT). All the computational calculations for the investigated structure were carried out at the theoretical level B3LYP/6–311++G (d, p). The experimental and computational infrared spectra of the molecule were investigated, and complete vibrational assignments were performed on the basis of the potential energy distribution (PED) of the vibrational modes, Additionally, these compounds' solvatochromic behavior has been inspected, and values of the excited-state dipole moment are higher than the ground state for CBT and it is more polar in the excited state than in the ground state. Along with these studies, we have also conducted electronic structure characteristics. The energy gap of CBT was computed from Frontier Molecular Orbital (FMO) and it was observed at 4.91 eV Molecular Electrostatic Potential (MEP) gives the information about the charge distribution on the molecule, and Fukui function analyses have supported to find out the electronic properties of the molecule. Drug likeness studies shows that, HBA and HBD results are 4 and 1, respectively and these were agreed with the standard values. Molecular docking analysis has been conducted against inflammation species such as COX-2, α-Glucosidase, p38α MAP kinase, and EGFR with CBT. These results show good inhibitory activity against COX-2 receptor. |
| first_indexed | 2024-03-13T04:43:35Z |
| format | Article |
| id | doaj.art-9bdf00d369ee4dca91dd6381bf50876c |
| institution | Directory Open Access Journal |
| issn | 2667-0224 |
| language | English |
| last_indexed | 2024-03-13T04:43:35Z |
| publishDate | 2023-06-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Chemical Physics Impact |
| spelling | doaj.art-9bdf00d369ee4dca91dd6381bf50876c2023-06-19T04:30:20ZengElsevierChemical Physics Impact2667-02242023-06-016100218Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methodsSeema S. Khemalapure0Sudhir M. Hiremath1Mahanthesh M. Basanagouda2Shivaraj B. Radder3Varsha V. Koppal4S. Christopher Jeyaseelan5Veerabhadrayya S. Negalurmath6Department of Engineering Physics, Adarsh Institute of Technology and Research Centre, Vita 415311, Maharashtra, IndiaDepartment of Engineering Physics, Adarsh Institute of Technology and Research Centre, Vita 415311, Maharashtra, India; Corresponding author.Department of Chemistry, KLE Society's P.C. Jabin Science College, Hubballi 580031, Karnataka, IndiaDepartment of Engineering Physics, Navodaya Institute of Technology, Raichur 584103,Karnataka, IndiaDepartment of Physics, KLE Technological University, Hubballi, 580031, Karnataka, IndiaP.G. Department of Physics, Mannar Thirumalai Naicker College, Madurai 625004, IndiaDepartment of Chemistry, Karnatak Science College, Dharwad 580 0 01, Karnataka, IndiaThis study examine the experimental and computational properties of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole (CBT) based on the density functional theory (DFT). All the computational calculations for the investigated structure were carried out at the theoretical level B3LYP/6–311++G (d, p). The experimental and computational infrared spectra of the molecule were investigated, and complete vibrational assignments were performed on the basis of the potential energy distribution (PED) of the vibrational modes, Additionally, these compounds' solvatochromic behavior has been inspected, and values of the excited-state dipole moment are higher than the ground state for CBT and it is more polar in the excited state than in the ground state. Along with these studies, we have also conducted electronic structure characteristics. The energy gap of CBT was computed from Frontier Molecular Orbital (FMO) and it was observed at 4.91 eV Molecular Electrostatic Potential (MEP) gives the information about the charge distribution on the molecule, and Fukui function analyses have supported to find out the electronic properties of the molecule. Drug likeness studies shows that, HBA and HBD results are 4 and 1, respectively and these were agreed with the standard values. Molecular docking analysis has been conducted against inflammation species such as COX-2, α-Glucosidase, p38α MAP kinase, and EGFR with CBT. These results show good inhibitory activity against COX-2 receptor.http://www.sciencedirect.com/science/article/pii/S2667022423000580CBTDFTCOX-2FMOMEP |
| spellingShingle | Seema S. Khemalapure Sudhir M. Hiremath Mahanthesh M. Basanagouda Shivaraj B. Radder Varsha V. Koppal S. Christopher Jeyaseelan Veerabhadrayya S. Negalurmath Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods Chemical Physics Impact CBT DFT COX-2 FMO MEP |
| title | Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods |
| title_full | Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods |
| title_fullStr | Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods |
| title_full_unstemmed | Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods |
| title_short | Spectral (vibrational, fluorescence), electronic features and molecular docking studies of 3-(5‑chloro-benzofuran-3-ylmethyl)-5-(4‑methoxy-phenyl)-4H-[1,2,4] triazole using experimental and DFT methods |
| title_sort | spectral vibrational fluorescence electronic features and molecular docking studies of 3 5 chloro benzofuran 3 ylmethyl 5 4 methoxy phenyl 4h 1 2 4 triazole using experimental and dft methods |
| topic | CBT DFT COX-2 FMO MEP |
| url | http://www.sciencedirect.com/science/article/pii/S2667022423000580 |
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