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Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin

A 12.4 kDa laminarin (LM) composed of β(1→3)-glucan with β(1→6)-branches was extracted from brown seaweed Lobophora variegata and modified via carboxylation using dielectric barrier discharge (LMC), conjugation with gallic acid (LMG), and sulfation (LMS). Analyses of the chemical composition of LMC,...

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Autores principales: Fernandes-Negreiros, Marília Medeiros, Batista, Lucas Alighieri Neves Costa, Silva Viana, Rony Lucas, Araujo Sabry, Diego, Paiva, Almino Afonso Oliveira, Paiva, Weslley Souza, Machado, Raynara Iusk Araujo, de Sousa Junior, Francimar Lopes, de Lima Pontes, Daniel, Vitoriano, Jussier de Oliveira, Alves Junior, Clodomiro, Lanzi Sassaki, Guilherme, Rocha, Hugo Alexandre Oliveira
Formato: Online Artículo Texto
Lenguaje:English
Publicado: MDPI 2020
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7759860/
https://www.ncbi.nlm.nih.gov/pubmed/33260982
http://dx.doi.org/10.3390/antiox9121192
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author Fernandes-Negreiros, Marília Medeiros
Batista, Lucas Alighieri Neves Costa
Silva Viana, Rony Lucas
Araujo Sabry, Diego
Paiva, Almino Afonso Oliveira
Paiva, Weslley Souza
Machado, Raynara Iusk Araujo
de Sousa Junior, Francimar Lopes
de Lima Pontes, Daniel
Vitoriano, Jussier de Oliveira
Alves Junior, Clodomiro
Lanzi Sassaki, Guilherme
Rocha, Hugo Alexandre Oliveira
author_facet Fernandes-Negreiros, Marília Medeiros
Batista, Lucas Alighieri Neves Costa
Silva Viana, Rony Lucas
Araujo Sabry, Diego
Paiva, Almino Afonso Oliveira
Paiva, Weslley Souza
Machado, Raynara Iusk Araujo
de Sousa Junior, Francimar Lopes
de Lima Pontes, Daniel
Vitoriano, Jussier de Oliveira
Alves Junior, Clodomiro
Lanzi Sassaki, Guilherme
Rocha, Hugo Alexandre Oliveira
author_sort Fernandes-Negreiros, Marília Medeiros
collection PubMed
description A 12.4 kDa laminarin (LM) composed of β(1→3)-glucan with β(1→6)-branches was extracted from brown seaweed Lobophora variegata and modified via carboxylation using dielectric barrier discharge (LMC), conjugation with gallic acid (LMG), and sulfation (LMS). Analyses of the chemical composition of LMC, LMG, and LMS yielded 11.7% carboxyl groups, 1.5% gallic acid, and 1.4% sulfate content, respectively. Antioxidant activities of native and modified laminarins were assessed using six different in vitro methods. Sulfation stopped the antioxidant activities of LM. On the other hand, carboxylation improved cooper chelation (1.2 times). LMG was found to be a more efficient antioxidant agent than LM in terms of copper chelation (1.3 times), reducing power (1.3 times), and total antioxidant capacity (80 times). Gallic acid conjugation was further confirmed using Fourier transform infrared spectroscopy (FT-IR) and one- and two-dimensional NMR spectroscopy analyses. LMG also did not induce cell death or affect the cell cycle of Madin–Darby canine kidney (MDCK) cells. On the contrary, LMG protected MDCK cells from H(2)O(2)-induced oxidative damage. Taken together, these results show that LMG has the potent antioxidant capacity, and, therefore, potential applications in pharmacological and functional food products.
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spelling pubmed-77598602020-12-26 Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin Fernandes-Negreiros, Marília Medeiros Batista, Lucas Alighieri Neves Costa Silva Viana, Rony Lucas Araujo Sabry, Diego Paiva, Almino Afonso Oliveira Paiva, Weslley Souza Machado, Raynara Iusk Araujo de Sousa Junior, Francimar Lopes de Lima Pontes, Daniel Vitoriano, Jussier de Oliveira Alves Junior, Clodomiro Lanzi Sassaki, Guilherme Rocha, Hugo Alexandre Oliveira Antioxidants (Basel) Article A 12.4 kDa laminarin (LM) composed of β(1→3)-glucan with β(1→6)-branches was extracted from brown seaweed Lobophora variegata and modified via carboxylation using dielectric barrier discharge (LMC), conjugation with gallic acid (LMG), and sulfation (LMS). Analyses of the chemical composition of LMC, LMG, and LMS yielded 11.7% carboxyl groups, 1.5% gallic acid, and 1.4% sulfate content, respectively. Antioxidant activities of native and modified laminarins were assessed using six different in vitro methods. Sulfation stopped the antioxidant activities of LM. On the other hand, carboxylation improved cooper chelation (1.2 times). LMG was found to be a more efficient antioxidant agent than LM in terms of copper chelation (1.3 times), reducing power (1.3 times), and total antioxidant capacity (80 times). Gallic acid conjugation was further confirmed using Fourier transform infrared spectroscopy (FT-IR) and one- and two-dimensional NMR spectroscopy analyses. LMG also did not induce cell death or affect the cell cycle of Madin–Darby canine kidney (MDCK) cells. On the contrary, LMG protected MDCK cells from H(2)O(2)-induced oxidative damage. Taken together, these results show that LMG has the potent antioxidant capacity, and, therefore, potential applications in pharmacological and functional food products. MDPI 2020-11-27 /pmc/articles/PMC7759860/ /pubmed/33260982 http://dx.doi.org/10.3390/antiox9121192 Text en © 2020 by the authors. Licensee MDPI, Basel, Switzerland. This article is an open access article distributed under the terms and conditions of the Creative Commons Attribution (CC BY) license (http://creativecommons.org/licenses/by/4.0/).
spellingShingle Article
Fernandes-Negreiros, Marília Medeiros
Batista, Lucas Alighieri Neves Costa
Silva Viana, Rony Lucas
Araujo Sabry, Diego
Paiva, Almino Afonso Oliveira
Paiva, Weslley Souza
Machado, Raynara Iusk Araujo
de Sousa Junior, Francimar Lopes
de Lima Pontes, Daniel
Vitoriano, Jussier de Oliveira
Alves Junior, Clodomiro
Lanzi Sassaki, Guilherme
Rocha, Hugo Alexandre Oliveira
Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin
title Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin
title_full Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin
title_fullStr Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin
title_full_unstemmed Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin
title_short Gallic Acid-Laminarin Conjugate Is a Better Antioxidant than Sulfated or Carboxylated Laminarin
title_sort gallic acid-laminarin conjugate is a better antioxidant than sulfated or carboxylated laminarin
topic Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7759860/
https://www.ncbi.nlm.nih.gov/pubmed/33260982
http://dx.doi.org/10.3390/antiox9121192
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