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Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction
Nucleobase-containing isoxazolidines spiro-bonded to an indane core have been synthesized in very good yields by regio- and diastereoselective 1,3-dipolar cycloaddition starting from indanyl nitrones and N-vinylnucleobases by using environmentally benign microwave technology. The contemporary presen...
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/PMC6719244/ https://www.ncbi.nlm.nih.gov/pubmed/31405162 http://dx.doi.org/10.3390/molecules24162909 |
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author | Maiuolo, Loredana Algieri, Vincenzo Russo, Beatrice Tallarida, Matteo Antonio Nardi, Monica Di Gioia, Maria Luisa Merchant, Zahra Merino, Pedro Delso, Ignacio De Nino, Antonio |
author_facet | Maiuolo, Loredana Algieri, Vincenzo Russo, Beatrice Tallarida, Matteo Antonio Nardi, Monica Di Gioia, Maria Luisa Merchant, Zahra Merino, Pedro Delso, Ignacio De Nino, Antonio |
author_sort | Maiuolo, Loredana |
collection | PubMed |
description | Nucleobase-containing isoxazolidines spiro-bonded to an indane core have been synthesized in very good yields by regio- and diastereoselective 1,3-dipolar cycloaddition starting from indanyl nitrones and N-vinylnucleobases by using environmentally benign microwave technology. The contemporary presence of various structural groups that are individually active scaffolds of different typology of drugs, has directed us to speculate that these compounds may act as inhibitors of MDM2–p53 interaction. Therefore, both computational calculations and antiproliferative screening against A549 human lung adenocarcinoma cells and human SH-SY5Y neuroblastoma cells were carried out to support this hypothesis. |
format | Online Article Text |
id | pubmed-6719244 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2019 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
spelling | pubmed-67192442019-09-10 Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction Maiuolo, Loredana Algieri, Vincenzo Russo, Beatrice Tallarida, Matteo Antonio Nardi, Monica Di Gioia, Maria Luisa Merchant, Zahra Merino, Pedro Delso, Ignacio De Nino, Antonio Molecules Article Nucleobase-containing isoxazolidines spiro-bonded to an indane core have been synthesized in very good yields by regio- and diastereoselective 1,3-dipolar cycloaddition starting from indanyl nitrones and N-vinylnucleobases by using environmentally benign microwave technology. The contemporary presence of various structural groups that are individually active scaffolds of different typology of drugs, has directed us to speculate that these compounds may act as inhibitors of MDM2–p53 interaction. Therefore, both computational calculations and antiproliferative screening against A549 human lung adenocarcinoma cells and human SH-SY5Y neuroblastoma cells were carried out to support this hypothesis. MDPI 2019-08-10 /pmc/articles/PMC6719244/ /pubmed/31405162 http://dx.doi.org/10.3390/molecules24162909 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 Maiuolo, Loredana Algieri, Vincenzo Russo, Beatrice Tallarida, Matteo Antonio Nardi, Monica Di Gioia, Maria Luisa Merchant, Zahra Merino, Pedro Delso, Ignacio De Nino, Antonio Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction |
title | Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction |
title_full | Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction |
title_fullStr | Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction |
title_full_unstemmed | Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction |
title_short | Synthesis, Biological and In Silico Evaluation of Pure Nucleobase-Containing Spiro (Indane-Isoxazolidine) Derivatives as Potential Inhibitors of MDM2–p53 Interaction |
title_sort | synthesis, biological and in silico evaluation of pure nucleobase-containing spiro (indane-isoxazolidine) derivatives as potential inhibitors of mdm2–p53 interaction |
topic | Article |
url | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6719244/ https://www.ncbi.nlm.nih.gov/pubmed/31405162 http://dx.doi.org/10.3390/molecules24162909 |
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