Cargando…

Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity

[Image: see text] An efficient and simple approach has been developed for the synthesis of unprecedented 4,5-diphosphonyldihydropyridazines and 3,4-diphosphonylpyrroles, through the condensation of bisphosphonylallenes with hydrazines and primary amines, respectively. The reactions proceed under ope...

Descripción completa

Detalles Bibliográficos
Autores principales: Abaid, Kmar, Erb, William, Virieux, David, Picot, Laurent, Musnier, Benjamin, Thiéry, Valérie, Roisnel, Thierry, Mongin, Florence, Touil, Soufiane
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society 2022
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9631903/
https://www.ncbi.nlm.nih.gov/pubmed/36340097
http://dx.doi.org/10.1021/acsomega.2c04619
_version_ 1784823914600333312
author Abaid, Kmar
Erb, William
Virieux, David
Picot, Laurent
Musnier, Benjamin
Thiéry, Valérie
Roisnel, Thierry
Mongin, Florence
Touil, Soufiane
author_facet Abaid, Kmar
Erb, William
Virieux, David
Picot, Laurent
Musnier, Benjamin
Thiéry, Valérie
Roisnel, Thierry
Mongin, Florence
Touil, Soufiane
author_sort Abaid, Kmar
collection PubMed
description [Image: see text] An efficient and simple approach has been developed for the synthesis of unprecedented 4,5-diphosphonyldihydropyridazines and 3,4-diphosphonylpyrroles, through the condensation of bisphosphonylallenes with hydrazines and primary amines, respectively. The reactions proceed under operationally simple, mild, and catalyst-free conditions, for a wide substrate scope. The synthesized compounds were screened for their antiproliferative activity against melanoma cancer cells, and they showed promising growth inhibition.
format Online
Article
Text
id pubmed-9631903
institution National Center for Biotechnology Information
language English
publishDate 2022
publisher American Chemical Society
record_format MEDLINE/PubMed
spelling pubmed-96319032022-11-04 Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity Abaid, Kmar Erb, William Virieux, David Picot, Laurent Musnier, Benjamin Thiéry, Valérie Roisnel, Thierry Mongin, Florence Touil, Soufiane ACS Omega [Image: see text] An efficient and simple approach has been developed for the synthesis of unprecedented 4,5-diphosphonyldihydropyridazines and 3,4-diphosphonylpyrroles, through the condensation of bisphosphonylallenes with hydrazines and primary amines, respectively. The reactions proceed under operationally simple, mild, and catalyst-free conditions, for a wide substrate scope. The synthesized compounds were screened for their antiproliferative activity against melanoma cancer cells, and they showed promising growth inhibition. American Chemical Society 2022-10-17 /pmc/articles/PMC9631903/ /pubmed/36340097 http://dx.doi.org/10.1021/acsomega.2c04619 Text en © 2022 The Authors. Published by American Chemical Society https://creativecommons.org/licenses/by-nc-nd/4.0/Permits non-commercial access and re-use, provided that author attribution and integrity are maintained; but does not permit creation of adaptations or other derivative works (https://creativecommons.org/licenses/by-nc-nd/4.0/).
spellingShingle Abaid, Kmar
Erb, William
Virieux, David
Picot, Laurent
Musnier, Benjamin
Thiéry, Valérie
Roisnel, Thierry
Mongin, Florence
Touil, Soufiane
Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity
title Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity
title_full Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity
title_fullStr Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity
title_full_unstemmed Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity
title_short Bisphosphonylallenes as Suitable Scaffolds for Unprecedented 4,5-Diphosphonyldihydropyridazines and 3,4-Diphosphonylpyrroles Displaying Antimelanoma Activity
title_sort bisphosphonylallenes as suitable scaffolds for unprecedented 4,5-diphosphonyldihydropyridazines and 3,4-diphosphonylpyrroles displaying antimelanoma activity
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9631903/
https://www.ncbi.nlm.nih.gov/pubmed/36340097
http://dx.doi.org/10.1021/acsomega.2c04619
work_keys_str_mv AT abaidkmar bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT erbwilliam bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT virieuxdavid bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT picotlaurent bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT musnierbenjamin bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT thieryvalerie bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT roisnelthierry bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT monginflorence bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity
AT touilsoufiane bisphosphonylallenesassuitablescaffoldsforunprecedented45diphosphonyldihydropyridazinesand34diphosphonylpyrrolesdisplayingantimelanomaactivity