An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents

We describe the synthesis of C8-alkynyl adenine pyranonucleosides 4, 5, and 8-phenylethynyl-adenine (II), via Sonogashira cross-coupling reaction under microwave irradiation. Compounds 4e and II were less cytostatic than 5-fluorouracil (almost an order of magnitude) against murine leukemia (L1210) a...

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Autores principales: Dimopoulou, Athina, Manta, Stella, Parmenopoulou, Vanessa, Kollatos, Nikolaos, Christidou, Ourania, Triantakonstanti, Virginia V., Schols, Dominique, Komiotis, Dimitri
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Frontiers Media S.A. 2015
Materias:
Chemistry
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4369668/
https://www.ncbi.nlm.nih.gov/pubmed/25853123
http://dx.doi.org/10.3389/fchem.2015.00021
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author Dimopoulou, Athina
Manta, Stella
Parmenopoulou, Vanessa
Kollatos, Nikolaos
Christidou, Ourania
Triantakonstanti, Virginia V.
Schols, Dominique
Komiotis, Dimitri
author_facet Dimopoulou, Athina
Manta, Stella
Parmenopoulou, Vanessa
Kollatos, Nikolaos
Christidou, Ourania
Triantakonstanti, Virginia V.
Schols, Dominique
Komiotis, Dimitri
author_sort Dimopoulou, Athina
collection PubMed
description We describe the synthesis of C8-alkynyl adenine pyranonucleosides 4, 5, and 8-phenylethynyl-adenine (II), via Sonogashira cross-coupling reaction under microwave irradiation. Compounds 4e and II were less cytostatic than 5-fluorouracil (almost an order of magnitude) against murine leukemia (L1210) and human cervix carcinoma (HeLa) cells, while the same compounds proved to be more active than 5-fluorouracil against human lymphocyte (CEM) cells.
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spelling pubmed-43696682015-04-07 An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents Dimopoulou, Athina Manta, Stella Parmenopoulou, Vanessa Kollatos, Nikolaos Christidou, Ourania Triantakonstanti, Virginia V. Schols, Dominique Komiotis, Dimitri Front Chem Chemistry We describe the synthesis of C8-alkynyl adenine pyranonucleosides 4, 5, and 8-phenylethynyl-adenine (II), via Sonogashira cross-coupling reaction under microwave irradiation. Compounds 4e and II were less cytostatic than 5-fluorouracil (almost an order of magnitude) against murine leukemia (L1210) and human cervix carcinoma (HeLa) cells, while the same compounds proved to be more active than 5-fluorouracil against human lymphocyte (CEM) cells. Frontiers Media S.A. 2015-03-23 /pmc/articles/PMC4369668/ /pubmed/25853123 http://dx.doi.org/10.3389/fchem.2015.00021 Text en Copyright © 2015 Dimopoulou, Manta, Parmenopoulou, Kollatos, Christidou, Triantakonstanti, Schols and Komiotis. http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License (CC BY). The use, distribution or reproduction in other forums is permitted, provided the original author(s) or licensor are credited and that the original publication in this journal is cited, in accordance with accepted academic practice. No use, distribution or reproduction is permitted which does not comply with these terms.
spellingShingle Chemistry
Dimopoulou, Athina
Manta, Stella
Parmenopoulou, Vanessa
Kollatos, Nikolaos
Christidou, Ourania
Triantakonstanti, Virginia V.
Schols, Dominique
Komiotis, Dimitri
An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents
title An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents
title_full An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents
title_fullStr An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents
title_full_unstemmed An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents
title_short An easy microwave-assisted synthesis of C8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents
title_sort easy microwave-assisted synthesis of c8-alkynyl adenine pyranonucleosides as novel cytotoxic antitumor agents
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4369668/
https://www.ncbi.nlm.nih.gov/pubmed/25853123
http://dx.doi.org/10.3389/fchem.2015.00021
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