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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...

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Autores principales: Maiuolo, Loredana, Algieri, Vincenzo, Russo, Beatrice, Tallarida, Matteo Antonio, Nardi, Monica, Di Gioia, Maria Luisa, Merchant, Zahra, Merino, Pedro, Delso, Ignacio, De Nino, Antonio
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2019
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.
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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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