Cargando…

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...

Descripción completa

Detalles Bibliográficos
Autores principales: Nagaraja, O., Bodke, Yadav D., Pushpavathi, Itte, Ravi Kumar, S.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Elsevier 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7330081/
https://www.ncbi.nlm.nih.gov/pubmed/32637685
http://dx.doi.org/10.1016/j.heliyon.2020.e04245
_version_ 1783553036096897024
author Nagaraja, O.
Bodke, Yadav D.
Pushpavathi, Itte
Ravi Kumar, S.
author_facet Nagaraja, O.
Bodke, Yadav D.
Pushpavathi, Itte
Ravi Kumar, S.
author_sort Nagaraja, O.
collection PubMed
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.
format Online
Article
Text
id pubmed-7330081
institution National Center for Biotechnology Information
language English
publishDate 2020
publisher Elsevier
record_format MEDLINE/PubMed
spelling pubmed-73300812020-07-06 Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin Nagaraja, O. Bodke, Yadav D. Pushpavathi, Itte Ravi Kumar, S. Heliyon Article 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. Elsevier 2020-06-28 /pmc/articles/PMC7330081/ /pubmed/32637685 http://dx.doi.org/10.1016/j.heliyon.2020.e04245 Text en © 2020 The Author(s) http://creativecommons.org/licenses/by-nc-nd/4.0/ This is an open access article under the CC BY-NC-ND license (http://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Article
Nagaraja, O.
Bodke, Yadav D.
Pushpavathi, Itte
Ravi Kumar, S.
Synthesis, characterization and biological investigations of potentially bioactive heterocyclic compounds containing 4-hydroxy coumarin
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 Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7330081/
https://www.ncbi.nlm.nih.gov/pubmed/32637685
http://dx.doi.org/10.1016/j.heliyon.2020.e04245
work_keys_str_mv AT nagarajao synthesischaracterizationandbiologicalinvestigationsofpotentiallybioactiveheterocycliccompoundscontaining4hydroxycoumarin
AT bodkeyadavd synthesischaracterizationandbiologicalinvestigationsofpotentiallybioactiveheterocycliccompoundscontaining4hydroxycoumarin
AT pushpavathiitte synthesischaracterizationandbiologicalinvestigationsofpotentiallybioactiveheterocycliccompoundscontaining4hydroxycoumarin
AT ravikumars synthesischaracterizationandbiologicalinvestigationsofpotentiallybioactiveheterocycliccompoundscontaining4hydroxycoumarin