Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity

C75 is a synthetic compound described as having antitumoral properties. It produces hypophagia and weight loss in rodents, limiting its use in cancer therapy but identify- ing it as a potential anti-obesity drug. C75 is a fatty acid synthase (FAS) inhibitor and, through its coenzyme A (CoA) derivati...

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Autores: Makowski, Kamil, Mera Nanín, Paula, Paredes Fortuny, David, Herrero Rodríguez, Laura, Ariza Piquer, Xavier, Asins Muñoz, Guillermina, García Hegardt, Fausto, García Gómez, Jordi, Serra i Cucurull, Dolors
Tipo de recurso: artículo
Estado:Versión enviada para evaluación y publicación
Fecha de publicación:2013
País:España
Institución:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
Repositorio:Recercat. Dipósit de la Recerca de Catalunya
OAI Identifier:oai:recercat.cat:2445/53049
Acceso en línea:https://hdl.handle.net/2445/53049
Access Level:acceso abierto
Palabra clave:Obesitat
Càncer
Estereoquímica
Enantiòmers
Medicaments antineoplàstics
Obesity
Cancer
Stereochemistry
Enantiomers
Antineoplastic agents
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spelling Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activityMakowski, KamilMera Nanín, PaulaParedes Fortuny, DavidHerrero Rodríguez, LauraAriza Piquer, XavierAsins Muñoz, GuillerminaGarcía Hegardt, FaustoGarcía Gómez, JordiSerra i Cucurull, DolorsObesitatCàncerEstereoquímicaEnantiòmersMedicaments antineoplàsticsObesityCancerStereochemistryEnantiomersAntineoplastic agentsC75 is a synthetic compound described as having antitumoral properties. It produces hypophagia and weight loss in rodents, limiting its use in cancer therapy but identify- ing it as a potential anti-obesity drug. C75 is a fatty acid synthase (FAS) inhibitor and, through its coenzyme A (CoA) derivative, it acts as a carnitine palmitoyltransferase (CPT) 1 inhibitor. Racemic mixtures of C75 have been used in all the previous studies; however, the potential dif- ferent biological activities of C75 enantiomers have not been examined yet. To address this question we synthesized the two C75 enantiomers separately. Our results showed that ( )- C75 inhibits FAS activity in vitro and has a cytotoxic effect on tumor cell lines, without affecting food consumption. (+)-C75 inhibits CPT1 and its administration produces anorexia, suggesting that central inhibition of CPT1 is essential for the anorectic effect of C75. The differential activity of C75 enantiomers may lead to the development of potential new specific drugs for cancer and obesity.Wiley2014202220132014info:eu-repo/semantics/articleinfo:eu-repo/semantics/submittedVersion35 p.application/pdfapplication/pdfhttps://hdl.handle.net/2445/53049Articles publicats en revistes (Bioquímica i Biomedicina Molecular)reponame:Recercat. Dipósit de la Recerca de Catalunyainstname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)InglésVersió preprint del document publicat a: http://dx.doi.org/10.1002/chir.22139Chirality, 2013, vol. 25, num. 5, p. 281-287http://dx.doi.org/10.1002/chir.22139(c) Wiley, 2013info:eu-repo/semantics/openAccessoai:recercat.cat:2445/530492026-05-29T05:05:01Z
dc.title.none.fl_str_mv Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
title Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
spellingShingle Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
Makowski, Kamil
Obesitat
Càncer
Estereoquímica
Enantiòmers
Medicaments antineoplàstics
Obesity
Cancer
Stereochemistry
Enantiomers
Antineoplastic agents
title_short Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
title_full Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
title_fullStr Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
title_full_unstemmed Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
title_sort Differential pharmacologic properties of the two C75 enantiomers: (+)-C75 is a strong anorectic drug. (-)-C75 has antitumour activity
dc.creator.none.fl_str_mv Makowski, Kamil
Mera Nanín, Paula
Paredes Fortuny, David
Herrero Rodríguez, Laura
Ariza Piquer, Xavier
Asins Muñoz, Guillermina
García Hegardt, Fausto
García Gómez, Jordi
Serra i Cucurull, Dolors
author Makowski, Kamil
author_facet Makowski, Kamil
Mera Nanín, Paula
Paredes Fortuny, David
Herrero Rodríguez, Laura
Ariza Piquer, Xavier
Asins Muñoz, Guillermina
García Hegardt, Fausto
García Gómez, Jordi
Serra i Cucurull, Dolors
author_role author
author2 Mera Nanín, Paula
Paredes Fortuny, David
Herrero Rodríguez, Laura
Ariza Piquer, Xavier
Asins Muñoz, Guillermina
García Hegardt, Fausto
García Gómez, Jordi
Serra i Cucurull, Dolors
author2_role author
author
author
author
author
author
author
author
dc.subject.none.fl_str_mv Obesitat
Càncer
Estereoquímica
Enantiòmers
Medicaments antineoplàstics
Obesity
Cancer
Stereochemistry
Enantiomers
Antineoplastic agents
topic Obesitat
Càncer
Estereoquímica
Enantiòmers
Medicaments antineoplàstics
Obesity
Cancer
Stereochemistry
Enantiomers
Antineoplastic agents
description C75 is a synthetic compound described as having antitumoral properties. It produces hypophagia and weight loss in rodents, limiting its use in cancer therapy but identify- ing it as a potential anti-obesity drug. C75 is a fatty acid synthase (FAS) inhibitor and, through its coenzyme A (CoA) derivative, it acts as a carnitine palmitoyltransferase (CPT) 1 inhibitor. Racemic mixtures of C75 have been used in all the previous studies; however, the potential dif- ferent biological activities of C75 enantiomers have not been examined yet. To address this question we synthesized the two C75 enantiomers separately. Our results showed that ( )- C75 inhibits FAS activity in vitro and has a cytotoxic effect on tumor cell lines, without affecting food consumption. (+)-C75 inhibits CPT1 and its administration produces anorexia, suggesting that central inhibition of CPT1 is essential for the anorectic effect of C75. The differential activity of C75 enantiomers may lead to the development of potential new specific drugs for cancer and obesity.
publishDate 2013
dc.date.none.fl_str_mv 2013
2014
2014
2022
dc.type.none.fl_str_mv info:eu-repo/semantics/article
info:eu-repo/semantics/submittedVersion
format article
status_str submittedVersion
dc.identifier.none.fl_str_mv https://hdl.handle.net/2445/53049
url https://hdl.handle.net/2445/53049
dc.language.none.fl_str_mv Inglés
language_invalid_str_mv Inglés
dc.relation.none.fl_str_mv Versió preprint del document publicat a: http://dx.doi.org/10.1002/chir.22139
Chirality, 2013, vol. 25, num. 5, p. 281-287
http://dx.doi.org/10.1002/chir.22139
dc.rights.none.fl_str_mv (c) Wiley, 2013
info:eu-repo/semantics/openAccess
rights_invalid_str_mv (c) Wiley, 2013
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 35 p.
application/pdf
application/pdf
dc.publisher.none.fl_str_mv Wiley
publisher.none.fl_str_mv Wiley
dc.source.none.fl_str_mv Articles publicats en revistes (Bioquímica i Biomedicina Molecular)
reponame:Recercat. Dipósit de la Recerca de Catalunya
instname:Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
instname_str Varias* (Consorci de Biblioteques Universitáries de Catalunya, Centre de Serveis Científics i Acadèmics de Catalunya)
reponame_str Recercat. Dipósit de la Recerca de Catalunya
collection Recercat. Dipósit de la Recerca de Catalunya
repository.name.fl_str_mv
repository.mail.fl_str_mv
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