Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives

A series of new glycyrrhetinic acid derivatives was synthesized via the opening of its ring A along with the coupling of an amino acid. The antiproliferative activity of the derivatives was evaluated against a panel of nine human cancer cell lines. Compound 17 was the most active compound, with an I...

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Detalles Bibliográficos
Autores: Alho, Daniela P.S., Salvador, Jorge A.R., Cascante i Serratosa, Marta, Marín Martínez, Silvia
Tipo de recurso: artículo
Estado:Versión publicada
Fecha de publicación:2019
País:España
Institución:Universidad de Barcelona
Repositorio:Dipòsit Digital de la UB
OAI Identifier:oai:diposit.ub.edu:2445/151706
Acceso en línea:https://hdl.handle.net/2445/151706
Access Level:acceso abierto
Palabra clave:Apoptosi
Càncer
Apoptosis
Cancer
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spelling Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivativesAlho, Daniela P.S.Salvador, Jorge A.R.Cascante i Serratosa, MartaMarín Martínez, SilviaApoptosiCàncerApoptosisCancerA series of new glycyrrhetinic acid derivatives was synthesized via the opening of its ring A along with the coupling of an amino acid. The antiproliferative activity of the derivatives was evaluated against a panel of nine human cancer cell lines. Compound 17 was the most active compound, with an IC50 of 6.1 µM on Jurkat cells, which is 17-fold more potent than that of glycyrrhetinic acid, and was up to 10 times more selective toward that cancer cell line. Further biological investigation in Jurkat cells showed that the antiproliferative activity of compound 17 was due to cell cycle arrest at the S phase and induction of apoptosis.MDPI2019info:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersionapplication/pdfhttps://hdl.handle.net/2445/151706Articles publicats en revistes (Bioquímica i Biomedicina Molecular)reponame:Dipòsit Digital de la UBinstname:Universidad de BarcelonaInglésReproducció del document publicat a: https://doi.org/10.3390/molecules24162938Molecules, 2019, vol. 24, num. 16, p. E2938https://doi.org/10.3390/molecules24162938cc-by (c) Alho, Daniela P.S. et al., 2019http://creativecommons.org/licenses/by/3.0/esinfo:eu-repo/semantics/openAccessoai:diposit.ub.edu:2445/1517062026-05-27T06:46:51Z
dc.title.none.fl_str_mv Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
title Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
spellingShingle Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
Alho, Daniela P.S.
Apoptosi
Càncer
Apoptosis
Cancer
title_short Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
title_full Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
title_fullStr Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
title_full_unstemmed Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
title_sort Synthesis and Antiproliferative activity of novel A-ring cleaved glycyrrhetinic acid derivatives
dc.creator.none.fl_str_mv Alho, Daniela P.S.
Salvador, Jorge A.R.
Cascante i Serratosa, Marta
Marín Martínez, Silvia
author Alho, Daniela P.S.
author_facet Alho, Daniela P.S.
Salvador, Jorge A.R.
Cascante i Serratosa, Marta
Marín Martínez, Silvia
author_role author
author2 Salvador, Jorge A.R.
Cascante i Serratosa, Marta
Marín Martínez, Silvia
author2_role author
author
author
dc.subject.none.fl_str_mv Apoptosi
Càncer
Apoptosis
Cancer
topic Apoptosi
Càncer
Apoptosis
Cancer
description A series of new glycyrrhetinic acid derivatives was synthesized via the opening of its ring A along with the coupling of an amino acid. The antiproliferative activity of the derivatives was evaluated against a panel of nine human cancer cell lines. Compound 17 was the most active compound, with an IC50 of 6.1 µM on Jurkat cells, which is 17-fold more potent than that of glycyrrhetinic acid, and was up to 10 times more selective toward that cancer cell line. Further biological investigation in Jurkat cells showed that the antiproliferative activity of compound 17 was due to cell cycle arrest at the S phase and induction of apoptosis.
publishDate 2019
dc.date.none.fl_str_mv 2019
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/publishedVersion
format article
status_str publishedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/151706
url https://hdl.handle.net/2445/151706
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Reproducció del document publicat a: https://doi.org/10.3390/molecules24162938
Molecules, 2019, vol. 24, num. 16, p. E2938
https://doi.org/10.3390/molecules24162938
dc.rights.none.fl_str_mv cc-by (c) Alho, Daniela P.S. et al., 2019
http://creativecommons.org/licenses/by/3.0/es
info:eu-repo/semantics/openAccess
rights_invalid_str_mv cc-by (c) Alho, Daniela P.S. et al., 2019
http://creativecommons.org/licenses/by/3.0/es
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv application/pdf
dc.publisher.none.fl_str_mv MDPI
publisher.none.fl_str_mv MDPI
dc.source.none.fl_str_mv Articles publicats en revistes (Bioquímica i Biomedicina Molecular)
reponame:Dipòsit Digital de la UB
instname:Universidad de Barcelona
instname_str Universidad de Barcelona
reponame_str Dipòsit Digital de la UB
collection Dipòsit Digital de la UB
repository.name.fl_str_mv
repository.mail.fl_str_mv
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score 15.301629

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