Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin
In this paper, we have reported the synthesis of a series of heterocyclic azo dyes containing 4-hydroxy coumarin by diazo-coupling reaction. The structural aspect of the newly synthesized compounds was accomplished by various physico-chemical techniques like UV-Visible, FT-IR, NMR, and mass spectrom...
| Main Authors: | , , , |
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| Format: | Article |
| Language: | English |
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Elsevier
2020-06-01
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| Series: | Heliyon |
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| Online Access: | http://www.sciencedirect.com/science/article/pii/S2405844020310896 |
| _version_ | 1819161124364353536 |
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| author | O. Nagaraja Yadav D. Bodke Itte Pushpavathi S. Ravi Kumar |
| author_facet | O. Nagaraja Yadav D. Bodke Itte Pushpavathi S. Ravi Kumar |
| author_sort | O. Nagaraja |
| collection | DOAJ |
| description | In this paper, we have reported the synthesis of a series of heterocyclic azo dyes containing 4-hydroxy coumarin by diazo-coupling reaction. The structural aspect of the newly synthesized compounds was accomplished by various physico-chemical techniques like UV-Visible, FT-IR, NMR, and mass spectrometry. The computational calculations and geometrical optimization of the newly synthesized azo dyes were investigated by using Gaussian software with the help of Density functional theory (DFT)/B3LYP method using 6-31G(d,p) basis set at gaseous phase. Also, the quantum chemical parameters were evaluated to understand the structural activity concept of the dyes. The pharmacological efficacy of the azo dyes was investigated by antimicrobial, antitubercular, DNA cleavage and in silico molecular docking studies. All the newly synthesized compounds were able to exhibit significant inhibitory activity against tested microbes. Further, the in silico molecular docking showed effective binding properties of the compounds against RpsA target receptor. |
| first_indexed | 2024-12-22T17:07:13Z |
| format | Article |
| id | doaj.art-81c11912e83d4ca7bb32c49818bd35d1 |
| institution | Directory Open Access Journal |
| issn | 2405-8440 |
| language | English |
| last_indexed | 2024-12-22T17:07:13Z |
| publishDate | 2020-06-01 |
| publisher | Elsevier |
| record_format | Article |
| series | Heliyon |
| spelling | doaj.art-81c11912e83d4ca7bb32c49818bd35d12022-12-21T18:19:11ZengElsevierHeliyon2405-84402020-06-0166e04245Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarinO. Nagaraja0Yadav D. Bodke1Itte Pushpavathi2S. Ravi Kumar3Department of PG Studies and Research in Industrial Chemistry, School of Chemical Sciences, Kuvempu University, JnanaSahyadri, Shankaraghatta-577451, Karnataka, IndiaDepartment of PG Studies and Research in Chemistry, School of Chemical Sciences, Kuvempu University, JnanaSahyadri, Shankaraghatta-577451, Karnataka, India; Corresponding author.Department of PG Studies and Research in Industrial Chemistry, School of Chemical Sciences, Kuvempu University, JnanaSahyadri, Shankaraghatta-577451, Karnataka, IndiaDepartment of PG Studies and Research in Biotechnology, School of Bio Sciences, Kuvempu University, JnanaSahyadri, Shankaraghatta-577451, Karnataka, IndiaIn this paper, we have reported the synthesis of a series of heterocyclic azo dyes containing 4-hydroxy coumarin by diazo-coupling reaction. The structural aspect of the newly synthesized compounds was accomplished by various physico-chemical techniques like UV-Visible, FT-IR, NMR, and mass spectrometry. The computational calculations and geometrical optimization of the newly synthesized azo dyes were investigated by using Gaussian software with the help of Density functional theory (DFT)/B3LYP method using 6-31G(d,p) basis set at gaseous phase. Also, the quantum chemical parameters were evaluated to understand the structural activity concept of the dyes. The pharmacological efficacy of the azo dyes was investigated by antimicrobial, antitubercular, DNA cleavage and in silico molecular docking studies. All the newly synthesized compounds were able to exhibit significant inhibitory activity against tested microbes. Further, the in silico molecular docking showed effective binding properties of the compounds against RpsA target receptor.http://www.sciencedirect.com/science/article/pii/S2405844020310896Organic chemistryCoumarinAzo dyeBiological activitiesDFT studies |
| spellingShingle | O. Nagaraja Yadav D. Bodke Itte Pushpavathi S. Ravi Kumar Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin Heliyon Organic chemistry Coumarin Azo dye Biological activities DFT studies |
| title | Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin |
| title_full | Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin |
| title_fullStr | Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin |
| title_full_unstemmed | Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin |
| title_short | Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin |
| title_sort | synthesis characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4 hydroxy coumarin |
| topic | Organic chemistry Coumarin Azo dye Biological activities DFT studies |
| url | http://www.sciencedirect.com/science/article/pii/S2405844020310896 |
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