Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria

Abstract Oxidative stress and mitochondrial dysfunction have been associated with metabolic and age-related diseases. Thus, the prevention of mitochondrial oxidative damage is nowadays a recognized pharmacological strategy to delay disease progression. Epidemiological studies suggested an associatio...

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Autores principales:	José Teixeira, Catarina Oliveira, Ricardo Amorim, Fernando Cagide, Jorge Garrido, José A. Ribeiro, Carlos M. Pereira, António F. Silva, Paula B. Andrade, Paulo J. Oliveira, Fernanda Borges
Formato:	article
Lenguaje:	EN
Publicado:	Nature Portfolio 2017
Materias:	Medicine R Science Q
Acceso en línea:	https://doaj.org/article/af502229b67146f7ac2c1bb743cbb040
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spelling	oai:doaj.org-article:af502229b67146f7ac2c1bb743cbb0402021-12-02T11:52:59ZDevelopment of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria10.1038/s41598-017-07272-y2045-2322https://doaj.org/article/af502229b67146f7ac2c1bb743cbb0402017-07-01T00:00:00Zhttps://doi.org/10.1038/s41598-017-07272-yhttps://doaj.org/toc/2045-2322Abstract Oxidative stress and mitochondrial dysfunction have been associated with metabolic and age-related diseases. Thus, the prevention of mitochondrial oxidative damage is nowadays a recognized pharmacological strategy to delay disease progression. Epidemiological studies suggested an association between the consumption of polyphenol-rich diet and the prevention of different pathologies, including diseases with a mitochondrial etiology. The development of mitochondrial-targeted antioxidants based on dietary antioxidants may decrease mitochondrial oxidative damage. Herein, we report the design and synthesis of two new mitochondriotropic antioxidants based on hydroxybenzoic acids (AntiOxBENs). The results obtained showed that the novel antioxidants are accumulated inside rat liver mitochondria driven by the organelle transmembrane electric potential and prevented lipid peroxidation, exhibiting low toxicity. Some of the observed effects on mitochondrial bioenergetics resulted from an increase of proton leakage through the mitochondrial inner membrane. The new derivatives present a higher lipophilicity than the parent compounds (protocatechuic and gallic acids) and similar antioxidant and iron chelating properties. AntiOxBENs are valid mitochondriotropic antioxidant prototypes, which can be optimized and used in a next future as drug candidates to prevent or slow mitochondrial oxidative stress associated to several pathologies.José TeixeiraCatarina OliveiraRicardo AmorimFernando CagideJorge GarridoJosé A. RibeiroCarlos M. PereiraAntónio F. SilvaPaula B. AndradePaulo J. OliveiraFernanda BorgesNature PortfolioarticleMedicineRScienceQENScientific Reports, Vol 7, Iss 1, Pp 1-18 (2017)
institution	DOAJ
collection	DOAJ
language	EN
topic	Medicine R Science Q
spellingShingle	Medicine R Science Q José Teixeira Catarina Oliveira Ricardo Amorim Fernando Cagide Jorge Garrido José A. Ribeiro Carlos M. Pereira António F. Silva Paula B. Andrade Paulo J. Oliveira Fernanda Borges Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria
description	Abstract Oxidative stress and mitochondrial dysfunction have been associated with metabolic and age-related diseases. Thus, the prevention of mitochondrial oxidative damage is nowadays a recognized pharmacological strategy to delay disease progression. Epidemiological studies suggested an association between the consumption of polyphenol-rich diet and the prevention of different pathologies, including diseases with a mitochondrial etiology. The development of mitochondrial-targeted antioxidants based on dietary antioxidants may decrease mitochondrial oxidative damage. Herein, we report the design and synthesis of two new mitochondriotropic antioxidants based on hydroxybenzoic acids (AntiOxBENs). The results obtained showed that the novel antioxidants are accumulated inside rat liver mitochondria driven by the organelle transmembrane electric potential and prevented lipid peroxidation, exhibiting low toxicity. Some of the observed effects on mitochondrial bioenergetics resulted from an increase of proton leakage through the mitochondrial inner membrane. The new derivatives present a higher lipophilicity than the parent compounds (protocatechuic and gallic acids) and similar antioxidant and iron chelating properties. AntiOxBENs are valid mitochondriotropic antioxidant prototypes, which can be optimized and used in a next future as drug candidates to prevent or slow mitochondrial oxidative stress associated to several pathologies.
format	article
author	José Teixeira Catarina Oliveira Ricardo Amorim Fernando Cagide Jorge Garrido José A. Ribeiro Carlos M. Pereira António F. Silva Paula B. Andrade Paulo J. Oliveira Fernanda Borges
author_facet	José Teixeira Catarina Oliveira Ricardo Amorim Fernando Cagide Jorge Garrido José A. Ribeiro Carlos M. Pereira António F. Silva Paula B. Andrade Paulo J. Oliveira Fernanda Borges
author_sort	José Teixeira
title	Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria
title_short	Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria
title_full	Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria
title_fullStr	Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria
title_full_unstemmed	Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria
title_sort	development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria
publisher	Nature Portfolio
publishDate	2017
url	https://doaj.org/article/af502229b67146f7ac2c1bb743cbb040
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Development of hydroxybenzoic-based platforms as a solution to deliver dietary antioxidants to mitochondria

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