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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...
Autores principales: | , , , , , , , |
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Formato: | Online Artículo Texto |
Lenguaje: | English |
Publicado: |
MDPI
2017
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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. |
format | Online Article Text |
id | pubmed-6151511 |
institution | National Center for Biotechnology Information |
language | English |
publishDate | 2017 |
publisher | MDPI |
record_format | MEDLINE/PubMed |
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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