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Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration

Herein we report a study on the synthesis and biological evaluation of a library of nucleoside-bile acid conjugates prepared by combining 2′-deoxyadenosine, 2′-deoxyguanosine, 2′-deoxyuridine as well as adenosine and guanosine derivatives with cheno-, urso-, nor-cheno-, nor-urso- and taurourso-desox...

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Autores principales: Navacchia, Maria Luisa, Marchesi, Elena, Mari, Lara, Chinaglia, Nicola, Gallerani, Eleonora, Gavioli, Riccardo, Capobianco, Massimo Luigi, Perrone, Daniela
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2017
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151511/
https://www.ncbi.nlm.nih.gov/pubmed/29023408
http://dx.doi.org/10.3390/molecules22101710
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author Navacchia, Maria Luisa
Marchesi, Elena
Mari, Lara
Chinaglia, Nicola
Gallerani, Eleonora
Gavioli, Riccardo
Capobianco, Massimo Luigi
Perrone, Daniela
author_facet Navacchia, Maria Luisa
Marchesi, Elena
Mari, Lara
Chinaglia, Nicola
Gallerani, Eleonora
Gavioli, Riccardo
Capobianco, Massimo Luigi
Perrone, Daniela
author_sort Navacchia, Maria Luisa
collection PubMed
description Herein we report a study on the synthesis and biological evaluation of a library of nucleoside-bile acid conjugates prepared by combining 2′-deoxyadenosine, 2′-deoxyguanosine, 2′-deoxyuridine as well as adenosine and guanosine derivatives with cheno-, urso-, nor-cheno-, nor-urso- and taurourso-desoxycholic acid derivatives by means of the click reaction. The new nucleoside-bile acid conjugates incorporating a triazole moiety were tested in vitro against leukemic K562 and HCT116 colon carcinoma, as well as on normal fibroblast cells. Six compounds displayed interesting anti-proliferative activity against the selected cancer lines and no cytotoxic effects against normal fibroblasts. A possible structure activity relationship was also investigated.
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spelling pubmed-61515112018-11-13 Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration Navacchia, Maria Luisa Marchesi, Elena Mari, Lara Chinaglia, Nicola Gallerani, Eleonora Gavioli, Riccardo Capobianco, Massimo Luigi Perrone, Daniela Molecules Article Herein we report a study on the synthesis and biological evaluation of a library of nucleoside-bile acid conjugates prepared by combining 2′-deoxyadenosine, 2′-deoxyguanosine, 2′-deoxyuridine as well as adenosine and guanosine derivatives with cheno-, urso-, nor-cheno-, nor-urso- and taurourso-desoxycholic acid derivatives by means of the click reaction. The new nucleoside-bile acid conjugates incorporating a triazole moiety were tested in vitro against leukemic K562 and HCT116 colon carcinoma, as well as on normal fibroblast cells. Six compounds displayed interesting anti-proliferative activity against the selected cancer lines and no cytotoxic effects against normal fibroblasts. A possible structure activity relationship was also investigated. MDPI 2017-10-12 /pmc/articles/PMC6151511/ /pubmed/29023408 http://dx.doi.org/10.3390/molecules22101710 Text en © 2017 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
Navacchia, Maria Luisa
Marchesi, Elena
Mari, Lara
Chinaglia, Nicola
Gallerani, Eleonora
Gavioli, Riccardo
Capobianco, Massimo Luigi
Perrone, Daniela
Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration
title Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration
title_full Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration
title_fullStr Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration
title_full_unstemmed Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration
title_short Rational Design of Nucleoside–Bile Acid Conjugates Incorporating a Triazole Moiety for Anticancer Evaluation and SAR Exploration
title_sort rational design of nucleoside–bile acid conjugates incorporating a triazole moiety for anticancer evaluation and sar exploration
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6151511/
https://www.ncbi.nlm.nih.gov/pubmed/29023408
http://dx.doi.org/10.3390/molecules22101710
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