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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...

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Autores principales: 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
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
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.
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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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