Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates

The reaction of para-hydroxybenzyl alcohols with ferrocene in the presence of a catalytic amount of InCl3 provided ferrocenyl phenol derivatives, an interesting class of organometallic compounds with potential applications in medicinal chemistry. This transformation exhibited a reasonable substrate...

Descripción completa

Detalles Bibliográficos
Autores: González-Pelayo, Silvia, López García, Luis Ángel, López, Enol, De los Santos, Noemí
Tipo de recurso: artículo
Fecha de publicación:2018
País:España
Institución:Universidad de Salamanca (USAL)
Repositorio:GREDOS. Repositorio Institucional de la Universidad de Salamanca
OAI Identifier:oai:gredos.usal.es:10366/154723
Acceso en línea:http://hdl.handle.net/10366/154723
Access Level:acceso abierto
Palabra clave:ferrocene
phenol
para-quinone methides
cytotoxic activity
id ES_cc5edddd9a104cedda24ef506d1d3bb6
oai_identifier_str oai:gredos.usal.es:10366/154723
network_acronym_str ES
network_name_str España
repository_id_str
spelling Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene ConjugatesGonzález-Pelayo, SilviaLópez García, Luis ÁngelLópez, EnolDe los Santos, Noemíferrocenephenolpara-quinone methidescytotoxic activityThe reaction of para-hydroxybenzyl alcohols with ferrocene in the presence of a catalytic amount of InCl3 provided ferrocenyl phenol derivatives, an interesting class of organometallic compounds with potential applications in medicinal chemistry. This transformation exhibited a reasonable substrate scope delivering the desired products in synthetically useful yields. Evidence of involvement of a para-quinone methide intermediate in this coupling process was also provided. Preliminary biological evaluation demonstrated that some of the ferrocene derivatives available by this methodology exhibit significant cytotoxicity against several cancer cell lines with IC50 values within the range of 1.07–4.89 μM.202420242018info:eu-repo/semantics/articlehttp://hdl.handle.net/10366/154723reponame:GREDOS. Repositorio Institucional de la Universidad de Salamancainstname:Universidad de Salamanca (USAL)InglésCTQ2013-41511-P CTQ2015-63567-R CTQ2016-76840-R CTQ2016-75986-P GRUPIN14-013 GRUPIN14-006info:eu-repo/semantics/openAccessoai:gredos.usal.es:10366/1547232026-06-07T06:28:51Z
dc.title.none.fl_str_mv Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
title Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
spellingShingle Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
González-Pelayo, Silvia
ferrocene
phenol
para-quinone methides
cytotoxic activity
title_short Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
title_full Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
title_fullStr Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
title_full_unstemmed Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
title_sort Trapping para-Quinone Methide Intermediates with Ferrocene: Synthesis and Preliminary Biological Evaluation of New Phenol-Ferrocene Conjugates
dc.creator.none.fl_str_mv González-Pelayo, Silvia
López García, Luis Ángel
López, Enol
De los Santos, Noemí
author González-Pelayo, Silvia
author_facet González-Pelayo, Silvia
López García, Luis Ángel
López, Enol
De los Santos, Noemí
author_role author
author2 López García, Luis Ángel
López, Enol
De los Santos, Noemí
author2_role author
author
author
dc.subject.none.fl_str_mv ferrocene
phenol
para-quinone methides
cytotoxic activity
topic ferrocene
phenol
para-quinone methides
cytotoxic activity
description The reaction of para-hydroxybenzyl alcohols with ferrocene in the presence of a catalytic amount of InCl3 provided ferrocenyl phenol derivatives, an interesting class of organometallic compounds with potential applications in medicinal chemistry. This transformation exhibited a reasonable substrate scope delivering the desired products in synthetically useful yields. Evidence of involvement of a para-quinone methide intermediate in this coupling process was also provided. Preliminary biological evaluation demonstrated that some of the ferrocene derivatives available by this methodology exhibit significant cytotoxicity against several cancer cell lines with IC50 values within the range of 1.07–4.89 μM.
publishDate 2018
dc.date.none.fl_str_mv 2018
2024
2024
dc.type.none.fl_str_mv info:eu-repo/semantics/article
format article
dc.identifier.none.fl_str_mv http://hdl.handle.net/10366/154723
url http://hdl.handle.net/10366/154723
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv CTQ2013-41511-P CTQ2015-63567-R CTQ2016-76840-R CTQ2016-75986-P GRUPIN14-013 GRUPIN14-006
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.source.none.fl_str_mv reponame:GREDOS. Repositorio Institucional de la Universidad de Salamanca
instname:Universidad de Salamanca (USAL)
instname_str Universidad de Salamanca (USAL)
reponame_str GREDOS. Repositorio Institucional de la Universidad de Salamanca
collection GREDOS. Repositorio Institucional de la Universidad de Salamanca
repository.name.fl_str_mv
repository.mail.fl_str_mv
_version_ 1869419713989181440
score 15,300719

Similares en LA Referencia