Cargando…

Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents

Four polysaccharides (chitosan, cellulose, starch, and pectin) were magnetized with magnetic iron oxide (Fe(3)O(4)) and then sulfonated (except pectin) with chlorosulfonic acid. The obtained solid acids were used as a catalyst in three-component reactions between N-substituted-2-formylpyrrole, hydro...

Descripción completa

Detalles Bibliográficos
Autores principales: Ghasemi, Zarrin, Amale, Afsaneh Hamidian, Azizi, Sajjad, Valizadeh, Sepideh, Soleymani, Jafar
Formato: Online Artículo Texto
Lenguaje:English
Publicado: The Royal Society of Chemistry 2021
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9043612/
https://www.ncbi.nlm.nih.gov/pubmed/35494384
http://dx.doi.org/10.1039/d1ra06472j
_version_ 1784694921127526400
author Ghasemi, Zarrin
Amale, Afsaneh Hamidian
Azizi, Sajjad
Valizadeh, Sepideh
Soleymani, Jafar
author_facet Ghasemi, Zarrin
Amale, Afsaneh Hamidian
Azizi, Sajjad
Valizadeh, Sepideh
Soleymani, Jafar
author_sort Ghasemi, Zarrin
collection PubMed
description Four polysaccharides (chitosan, cellulose, starch, and pectin) were magnetized with magnetic iron oxide (Fe(3)O(4)) and then sulfonated (except pectin) with chlorosulfonic acid. The obtained solid acids were used as a catalyst in three-component reactions between N-substituted-2-formylpyrrole, hydroxylamine-hydrochloride, and β-keto esters for the synthesis of 4-(2-pyrrolyl) methylene-isoxazole-5-ones. The optimal catalyst system was selected and studied by IR, SEM, TEM and XRD methods. The diverse isoxazoline derivatives (obtained via a mild and simple approach) were also fully characterized by spectroscopic methods and screened for anti-cancer activities against HT-29 and MCF-7 colon and breast cancer and HEK 293 normal cells. The results revealed interesting anti-cancer activities.
format Online
Article
Text
id pubmed-9043612
institution National Center for Biotechnology Information
language English
publishDate 2021
publisher The Royal Society of Chemistry
record_format MEDLINE/PubMed
spelling pubmed-90436122022-04-28 Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents Ghasemi, Zarrin Amale, Afsaneh Hamidian Azizi, Sajjad Valizadeh, Sepideh Soleymani, Jafar RSC Adv Chemistry Four polysaccharides (chitosan, cellulose, starch, and pectin) were magnetized with magnetic iron oxide (Fe(3)O(4)) and then sulfonated (except pectin) with chlorosulfonic acid. The obtained solid acids were used as a catalyst in three-component reactions between N-substituted-2-formylpyrrole, hydroxylamine-hydrochloride, and β-keto esters for the synthesis of 4-(2-pyrrolyl) methylene-isoxazole-5-ones. The optimal catalyst system was selected and studied by IR, SEM, TEM and XRD methods. The diverse isoxazoline derivatives (obtained via a mild and simple approach) were also fully characterized by spectroscopic methods and screened for anti-cancer activities against HT-29 and MCF-7 colon and breast cancer and HEK 293 normal cells. The results revealed interesting anti-cancer activities. The Royal Society of Chemistry 2021-11-17 /pmc/articles/PMC9043612/ /pubmed/35494384 http://dx.doi.org/10.1039/d1ra06472j Text en This journal is © The Royal Society of Chemistry https://creativecommons.org/licenses/by-nc/3.0/
spellingShingle Chemistry
Ghasemi, Zarrin
Amale, Afsaneh Hamidian
Azizi, Sajjad
Valizadeh, Sepideh
Soleymani, Jafar
Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents
title Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents
title_full Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents
title_fullStr Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents
title_full_unstemmed Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents
title_short Magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents
title_sort magnetic sulfonated polysaccharides as efficient catalysts for synthesis of isoxazole-5-one derivatives possessing a substituted pyrrole ring, as anti-cancer agents
topic Chemistry
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC9043612/
https://www.ncbi.nlm.nih.gov/pubmed/35494384
http://dx.doi.org/10.1039/d1ra06472j
work_keys_str_mv AT ghasemizarrin magneticsulfonatedpolysaccharidesasefficientcatalystsforsynthesisofisoxazole5onederivativespossessingasubstitutedpyrroleringasanticanceragents
AT amaleafsanehhamidian magneticsulfonatedpolysaccharidesasefficientcatalystsforsynthesisofisoxazole5onederivativespossessingasubstitutedpyrroleringasanticanceragents
AT azizisajjad magneticsulfonatedpolysaccharidesasefficientcatalystsforsynthesisofisoxazole5onederivativespossessingasubstitutedpyrroleringasanticanceragents
AT valizadehsepideh magneticsulfonatedpolysaccharidesasefficientcatalystsforsynthesisofisoxazole5onederivativespossessingasubstitutedpyrroleringasanticanceragents
AT soleymanijafar magneticsulfonatedpolysaccharidesasefficientcatalystsforsynthesisofisoxazole5onederivativespossessingasubstitutedpyrroleringasanticanceragents