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A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies
New 1,4-disubstituted β-pyrrolidino-1,2,3-triazoles were synthesized using a reusable copper-iodide-doped neutral alumina catalyst. Synthesis of diversely substituted triazoles and recyclability of CuI catalyst explains the broad scope of this protocol. The synthesized compounds were screened for th...
Autores principales: | , , , , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2019
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Materias: | |
Acceso en línea: | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6803965/ https://www.ncbi.nlm.nih.gov/pubmed/31561635 http://dx.doi.org/10.3390/molecules24193501 |
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author | Easwaramoorthi, Kaliyappan A. Rajendran, Jeya Chennakesava Rao, Kella Balachandran, Chandrasekar Arun, Yuvaraj Mahalingam, Sakkarapalayam M. Arumugam, Natarajan I. Almansour, Abdulrahman Suresh Kumar, Raju Al-thamili, Dhaifallah M. Aoki, Shin |
author_facet | Easwaramoorthi, Kaliyappan A. Rajendran, Jeya Chennakesava Rao, Kella Balachandran, Chandrasekar Arun, Yuvaraj Mahalingam, Sakkarapalayam M. Arumugam, Natarajan I. Almansour, Abdulrahman Suresh Kumar, Raju Al-thamili, Dhaifallah M. Aoki, Shin |
author_sort | Easwaramoorthi, Kaliyappan |
collection | PubMed |
description | New 1,4-disubstituted β-pyrrolidino-1,2,3-triazoles were synthesized using a reusable copper-iodide-doped neutral alumina catalyst. Synthesis of diversely substituted triazoles and recyclability of CuI catalyst explains the broad scope of this protocol. The synthesized compounds were screened for their antimicrobial and anticancer properties. Most of the compounds showed significant antimicrobial activities against all the tested microorganisms compared to standard drugs. Furthermore, compounds 5a, 5e, 5g, 5h, 5i, and 5j showed moderate to potent activities against A549 and HepG-2 cells. In addition, compounds 5g and 5h displayed potential cytotoxicity activity against A549 cells with IC(50) values of 72 ± 3.21 and 58 ± 2.31 µM, respectively. The molecular docking study revealed that some of the synthesized compounds exhibited comparable binding as co-crystalized ligands with the DNA topoisomerase IV and anaplastic lymphoma kinase receptors. |
format | Online Article Text |
id | pubmed-6803965 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-68039652019-11-18 A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies Easwaramoorthi, Kaliyappan A. Rajendran, Jeya Chennakesava Rao, Kella Balachandran, Chandrasekar Arun, Yuvaraj Mahalingam, Sakkarapalayam M. Arumugam, Natarajan I. Almansour, Abdulrahman Suresh Kumar, Raju Al-thamili, Dhaifallah M. Aoki, Shin Molecules Article New 1,4-disubstituted β-pyrrolidino-1,2,3-triazoles were synthesized using a reusable copper-iodide-doped neutral alumina catalyst. Synthesis of diversely substituted triazoles and recyclability of CuI catalyst explains the broad scope of this protocol. The synthesized compounds were screened for their antimicrobial and anticancer properties. Most of the compounds showed significant antimicrobial activities against all the tested microorganisms compared to standard drugs. Furthermore, compounds 5a, 5e, 5g, 5h, 5i, and 5j showed moderate to potent activities against A549 and HepG-2 cells. In addition, compounds 5g and 5h displayed potential cytotoxicity activity against A549 cells with IC(50) values of 72 ± 3.21 and 58 ± 2.31 µM, respectively. The molecular docking study revealed that some of the synthesized compounds exhibited comparable binding as co-crystalized ligands with the DNA topoisomerase IV and anaplastic lymphoma kinase receptors. MDPI 2019-09-26 /pmc/articles/PMC6803965/ /pubmed/31561635 http://dx.doi.org/10.3390/molecules24193501 Text en © 2019 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/). |
spellingShingle | Article Easwaramoorthi, Kaliyappan A. Rajendran, Jeya Chennakesava Rao, Kella Balachandran, Chandrasekar Arun, Yuvaraj Mahalingam, Sakkarapalayam M. Arumugam, Natarajan I. Almansour, Abdulrahman Suresh Kumar, Raju Al-thamili, Dhaifallah M. Aoki, Shin A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies |
title | A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies |
title_full | A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies |
title_fullStr | A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies |
title_full_unstemmed | A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies |
title_short | A New Class of β–Pyrrolidino-1,2,3-Triazole Derivatives as β-Adrenergic Receptor Inhibitors: Synthesis, Pharmacological, and Docking Studies |
title_sort | new class of β–pyrrolidino-1,2,3-triazole derivatives as β-adrenergic receptor inhibitors: synthesis, pharmacological, and docking studies |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6803965/ https://www.ncbi.nlm.nih.gov/pubmed/31561635 http://dx.doi.org/10.3390/molecules24193501 |
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