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Bananas decrease acetaminophen potency in in vitro assays

Edible portions of bananas contain high levels of polyphenol oxidase, which catalyzes reactions in the melanin formation pathway. Tyrosine, a physiological substrate of polyphenol oxidase, has an analogous structure to acetaminophen. We investigated whether banana extract causes structural changes i...

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Detalles Bibliográficos
Autores principales: Uesawa, Yoshihiro, Tsuji, Naotaka
Formato: Online Artículo Texto
Lenguaje:English
Publicado: Public Library of Science 2018
Materias:
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6185840/
https://www.ncbi.nlm.nih.gov/pubmed/30312340
http://dx.doi.org/10.1371/journal.pone.0205612
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author Uesawa, Yoshihiro
Tsuji, Naotaka
author_facet Uesawa, Yoshihiro
Tsuji, Naotaka
author_sort Uesawa, Yoshihiro
collection PubMed
description Edible portions of bananas contain high levels of polyphenol oxidase, which catalyzes reactions in the melanin formation pathway. Tyrosine, a physiological substrate of polyphenol oxidase, has an analogous structure to acetaminophen. We investigated whether banana extract causes structural changes in acetaminophen and a decrease in its potency. Acetaminophen concentration in banana extract was measured under different conditions to characterize incompatibility. Reaction products in solution were identified using liquid chromatography/electrospray ionization/mass spectrometry (LC/ESI/MS). Acetaminophen potency decreased with time in the presence of banana extract. The reaction proceeded most efficiently in temperatures 30–37°C and neutral to weakly acidic conditions. Molecular ion peaks derived from the oxidized catechol moiety of acetaminophen were identified in LC/ESI/MS spectra. Our findings suggest that incorporation or simultaneous administration of acetaminophen medication and banana juice may result in decreased efficacy of the clinically important drug. This interaction is likely due to the oxidation of acetaminophen by polyphenol oxidase activity in banana pulp. Therefore, we investigated and characterized a novel interaction between bananas and acetaminophen. To establish a safe and effective antipyretic analgesic regimen using acetaminophen, future studies of this interaction are expected to be performed in humans.
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spelling pubmed-61858402018-10-26 Bananas decrease acetaminophen potency in in vitro assays Uesawa, Yoshihiro Tsuji, Naotaka PLoS One Research Article Edible portions of bananas contain high levels of polyphenol oxidase, which catalyzes reactions in the melanin formation pathway. Tyrosine, a physiological substrate of polyphenol oxidase, has an analogous structure to acetaminophen. We investigated whether banana extract causes structural changes in acetaminophen and a decrease in its potency. Acetaminophen concentration in banana extract was measured under different conditions to characterize incompatibility. Reaction products in solution were identified using liquid chromatography/electrospray ionization/mass spectrometry (LC/ESI/MS). Acetaminophen potency decreased with time in the presence of banana extract. The reaction proceeded most efficiently in temperatures 30–37°C and neutral to weakly acidic conditions. Molecular ion peaks derived from the oxidized catechol moiety of acetaminophen were identified in LC/ESI/MS spectra. Our findings suggest that incorporation or simultaneous administration of acetaminophen medication and banana juice may result in decreased efficacy of the clinically important drug. This interaction is likely due to the oxidation of acetaminophen by polyphenol oxidase activity in banana pulp. Therefore, we investigated and characterized a novel interaction between bananas and acetaminophen. To establish a safe and effective antipyretic analgesic regimen using acetaminophen, future studies of this interaction are expected to be performed in humans. Public Library of Science 2018-10-12 /pmc/articles/PMC6185840/ /pubmed/30312340 http://dx.doi.org/10.1371/journal.pone.0205612 Text en © 2018 Uesawa, Tsuji http://creativecommons.org/licenses/by/4.0/ This is an open access article distributed under the terms of the Creative Commons Attribution License (http://creativecommons.org/licenses/by/4.0/) , which permits unrestricted use, distribution, and reproduction in any medium, provided the original author and source are credited.
spellingShingle Research Article
Uesawa, Yoshihiro
Tsuji, Naotaka
Bananas decrease acetaminophen potency in in vitro assays
title Bananas decrease acetaminophen potency in in vitro assays
title_full Bananas decrease acetaminophen potency in in vitro assays
title_fullStr Bananas decrease acetaminophen potency in in vitro assays
title_full_unstemmed Bananas decrease acetaminophen potency in in vitro assays
title_short Bananas decrease acetaminophen potency in in vitro assays
title_sort bananas decrease acetaminophen potency in in vitro assays
topic Research Article
url https://www.ncbi.nlm.nih.gov/pmc/articles/PMC6185840/
https://www.ncbi.nlm.nih.gov/pubmed/30312340
http://dx.doi.org/10.1371/journal.pone.0205612
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