Cargando…

Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior

New styrylquinoline derivatives with their photophysical constants are described. The synthesis was achieved via Sonogashira coupling using the newly developed heterogeneous nano-Pd/Cu catalyst system, which provides an efficient synthesis of high purity products. The compounds were tested in prelim...

Descripción completa

Detalles Bibliográficos
Autores principales: Rams-Baron, Marzena, Dulski, Mateusz, Mrozek-Wilczkiewicz, Anna, Korzec, Mateusz, Cieslik, Wioleta, Spaczyńska, Ewelina, Bartczak, Piotr, Ratuszna, Alicja, Polanski, Jaroslaw, Musiol, Robert
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2015
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4482625/
https://www.ncbi.nlm.nih.gov/pubmed/26114446
http://dx.doi.org/10.1371/journal.pone.0131210
_version_ 1782378473676865536
author Rams-Baron, Marzena
Dulski, Mateusz
Mrozek-Wilczkiewicz, Anna
Korzec, Mateusz
Cieslik, Wioleta
Spaczyńska, Ewelina
Bartczak, Piotr
Ratuszna, Alicja
Polanski, Jaroslaw
Musiol, Robert
author_facet Rams-Baron, Marzena
Dulski, Mateusz
Mrozek-Wilczkiewicz, Anna
Korzec, Mateusz
Cieslik, Wioleta
Spaczyńska, Ewelina
Bartczak, Piotr
Ratuszna, Alicja
Polanski, Jaroslaw
Musiol, Robert
author_sort Rams-Baron, Marzena
collection PubMed
description New styrylquinoline derivatives with their photophysical constants are described. The synthesis was achieved via Sonogashira coupling using the newly developed heterogeneous nano-Pd/Cu catalyst system, which provides an efficient synthesis of high purity products. The compounds were tested in preliminary fluorescent microscopy studies to in order to identify their preferable cellular localization, which appeared to be in the lipid cellular organelles. The spectroscopic properties of the compounds were measured and theoretical TD-DFT calculations were performed. A biological analysis of the quinolines that were tested consisted of cytotoxicity assays against normal human fibroblasts and colon adenocarcinoma cells. All of the compounds that were studied appeared to be safe and indifferent to cells in a high concentration range. The presented results suggest that the quinoline compounds that were investigated in this study may be valuable structures for development as fluorescent dyes that could have biological applications.
format Online
Article
Text
id pubmed-4482625
institution National Center for Biotechnology Information
language English
publishDate 2015
publisher Public Library of Science
record_format MEDLINE/PubMed
spelling pubmed-44826252015-06-29 Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior Rams-Baron, Marzena Dulski, Mateusz Mrozek-Wilczkiewicz, Anna Korzec, Mateusz Cieslik, Wioleta Spaczyńska, Ewelina Bartczak, Piotr Ratuszna, Alicja Polanski, Jaroslaw Musiol, Robert PLoS One Research Article New styrylquinoline derivatives with their photophysical constants are described. The synthesis was achieved via Sonogashira coupling using the newly developed heterogeneous nano-Pd/Cu catalyst system, which provides an efficient synthesis of high purity products. The compounds were tested in preliminary fluorescent microscopy studies to in order to identify their preferable cellular localization, which appeared to be in the lipid cellular organelles. The spectroscopic properties of the compounds were measured and theoretical TD-DFT calculations were performed. A biological analysis of the quinolines that were tested consisted of cytotoxicity assays against normal human fibroblasts and colon adenocarcinoma cells. All of the compounds that were studied appeared to be safe and indifferent to cells in a high concentration range. The presented results suggest that the quinoline compounds that were investigated in this study may be valuable structures for development as fluorescent dyes that could have biological applications. Public Library of Science 2015-06-26 /pmc/articles/PMC4482625/ /pubmed/26114446 http://dx.doi.org/10.1371/journal.pone.0131210 Text en © 2015 Rams-Baron et al http://creativecommons.org/licenses/by/4.0/ This is an open-access article distributed under the terms of the Creative Commons Attribution License, which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are properly credited.
spellingShingle Research Article
Rams-Baron, Marzena
Dulski, Mateusz
Mrozek-Wilczkiewicz, Anna
Korzec, Mateusz
Cieslik, Wioleta
Spaczyńska, Ewelina
Bartczak, Piotr
Ratuszna, Alicja
Polanski, Jaroslaw
Musiol, Robert
Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior
title Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior
title_full Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior
title_fullStr Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior
title_full_unstemmed Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior
title_short Synthesis of New Styrylquinoline Cellular Dyes, Fluorescent Properties, Cellular Localization and Cytotoxic Behavior
title_sort synthesis of new styrylquinoline cellular dyes, fluorescent properties, cellular localization and cytotoxic behavior
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4482625/
https://www.ncbi.nlm.nih.gov/pubmed/26114446
http://dx.doi.org/10.1371/journal.pone.0131210
work_keys_str_mv AT ramsbaronmarzena synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT dulskimateusz synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT mrozekwilczkiewiczanna synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT korzecmateusz synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT cieslikwioleta synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT spaczynskaewelina synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT bartczakpiotr synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT ratusznaalicja synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT polanskijaroslaw synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior
AT musiolrobert synthesisofnewstyrylquinolinecellulardyesfluorescentpropertiescellularlocalizationandcytotoxicbehavior