Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers

Bonifacino Buttiglione, Carla Valentina - Rodríguez, Gonzalo - Pérez-Ruchel, Analía - Repetto, José Luis - Cerecetto, Hugo - Cajarville, Cecilia - González, Mercedes

Resumen:

Different strategies have been used to mitigate greenhouse gas emissions from domesticated ruminants, including the removal of protozoa (defaunation). The objective of the present work was to analyze the potential of different N-oxide-containing aromatic heterocycles with known antiprotozoal activity as rumen-gas-abating agents. Nineteen pure compounds, belonging to seven different N-oxide chemotypes from our chemo-library were studied together with monensin in an in vitro rumen simulation assay. Fermentation profiles, i.e., gas production, pH, and short carboxylic acid concentrations, were compared to an untreated control at 96 h post inoculation. In our study, we investigated whole-ruminal fluid, with and without compound treatments, by NMR spectroscopy focusing on concentrations of the metabolites acetate, propionate, butyrate, and lactate. From data analysis, three of the compounds from different N-oxide chemotypes, including quinoxaline dioxide, benzofuroxan, and methylfuroxan, were able to diminish the production of gases such as monensin with similar gas production lag times for each of them. Additionally, unlike monensin, one methylfuroxan did not decrease the rumen pH during the analyzed incubation time, shifting rumen fermentation to increase the molar concentrations of propionate and butyrate. These facts suggest interesting alternatives as feed supplements to control gas emissions from dairy ruminants.


Detalles Bibliográficos
2019
Rumen fermentation modifiers
Propionate
Butyrate
N-oxide
Methylfuroxan
NMR
Inglés
Universidad de la República
COLIBRI
https://hdl.handle.net/20.500.12008/28668
Acceso abierto
Licencia Creative Commons Atribución (CC - By 4.0)
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author Bonifacino Buttiglione, Carla Valentina
author2 Rodríguez, Gonzalo
Pérez-Ruchel, Analía
Repetto, José Luis
Cerecetto, Hugo
Cajarville, Cecilia
González, Mercedes
author2_role author
author
author
author
author
author
author_facet Bonifacino Buttiglione, Carla Valentina
Rodríguez, Gonzalo
Pérez-Ruchel, Analía
Repetto, José Luis
Cerecetto, Hugo
Cajarville, Cecilia
González, Mercedes
author_role author
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collection COLIBRI
dc.contributor.filiacion.none.fl_str_mv Bonifacino Buttiglione Carla Valentina, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.
Rodríguez Gonzalo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.
Pérez-Ruchel Analía, Universidad de la República (Uruguay). Facultad de Veterinaria.
Repetto José Luis, Universidad de la República (Uruguay). Facultad de Veterinaria.
Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.
Cajarville Cecilia, Universidad de la República (Uruguay). Facultad de Veterinaria.
González Mercedes, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.
dc.creator.none.fl_str_mv Bonifacino Buttiglione, Carla Valentina
Rodríguez, Gonzalo
Pérez-Ruchel, Analía
Repetto, José Luis
Cerecetto, Hugo
Cajarville, Cecilia
González, Mercedes
dc.date.accessioned.none.fl_str_mv 2021-07-22T13:10:04Z
dc.date.available.none.fl_str_mv 2021-07-22T13:10:04Z
dc.date.issued.none.fl_str_mv 2019
dc.description.abstract.none.fl_txt_mv Different strategies have been used to mitigate greenhouse gas emissions from domesticated ruminants, including the removal of protozoa (defaunation). The objective of the present work was to analyze the potential of different N-oxide-containing aromatic heterocycles with known antiprotozoal activity as rumen-gas-abating agents. Nineteen pure compounds, belonging to seven different N-oxide chemotypes from our chemo-library were studied together with monensin in an in vitro rumen simulation assay. Fermentation profiles, i.e., gas production, pH, and short carboxylic acid concentrations, were compared to an untreated control at 96 h post inoculation. In our study, we investigated whole-ruminal fluid, with and without compound treatments, by NMR spectroscopy focusing on concentrations of the metabolites acetate, propionate, butyrate, and lactate. From data analysis, three of the compounds from different N-oxide chemotypes, including quinoxaline dioxide, benzofuroxan, and methylfuroxan, were able to diminish the production of gases such as monensin with similar gas production lag times for each of them. Additionally, unlike monensin, one methylfuroxan did not decrease the rumen pH during the analyzed incubation time, shifting rumen fermentation to increase the molar concentrations of propionate and butyrate. These facts suggest interesting alternatives as feed supplements to control gas emissions from dairy ruminants.
dc.format.extent.es.fl_str_mv 13 h.
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dc.identifier.citation.es.fl_str_mv Bonifacino Buttiglione, C, Rodríguez, G, Pérez-Ruchel, A, y otros "Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers". Metabolites. [en línea] 2019, 9(4): 62. 13 h. DOI: 10.3390/metabo9040062
dc.identifier.doi.none.fl_str_mv 10.3390/metabo9040062
dc.identifier.issn.none.fl_str_mv 2218-1989
dc.identifier.uri.none.fl_str_mv https://hdl.handle.net/20.500.12008/28668
dc.language.iso.none.fl_str_mv en
eng
dc.publisher.es.fl_str_mv MDPI
dc.relation.ispartof.es.fl_str_mv Metabolites, 2019, 9(4): 62
dc.rights.license.none.fl_str_mv Licencia Creative Commons Atribución (CC - By 4.0)
dc.rights.none.fl_str_mv info:eu-repo/semantics/openAccess
dc.source.none.fl_str_mv reponame:COLIBRI
instname:Universidad de la República
instacron:Universidad de la República
dc.subject.en.fl_str_mv Rumen fermentation modifiers
Propionate
Butyrate
N-oxide
Methylfuroxan
dc.subject.es.fl_str_mv NMR
dc.title.none.fl_str_mv Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
dc.type.es.fl_str_mv Artículo
dc.type.none.fl_str_mv info:eu-repo/semantics/article
dc.type.version.none.fl_str_mv info:eu-repo/semantics/publishedVersion
description Different strategies have been used to mitigate greenhouse gas emissions from domesticated ruminants, including the removal of protozoa (defaunation). The objective of the present work was to analyze the potential of different N-oxide-containing aromatic heterocycles with known antiprotozoal activity as rumen-gas-abating agents. Nineteen pure compounds, belonging to seven different N-oxide chemotypes from our chemo-library were studied together with monensin in an in vitro rumen simulation assay. Fermentation profiles, i.e., gas production, pH, and short carboxylic acid concentrations, were compared to an untreated control at 96 h post inoculation. In our study, we investigated whole-ruminal fluid, with and without compound treatments, by NMR spectroscopy focusing on concentrations of the metabolites acetate, propionate, butyrate, and lactate. From data analysis, three of the compounds from different N-oxide chemotypes, including quinoxaline dioxide, benzofuroxan, and methylfuroxan, were able to diminish the production of gases such as monensin with similar gas production lag times for each of them. Additionally, unlike monensin, one methylfuroxan did not decrease the rumen pH during the analyzed incubation time, shifting rumen fermentation to increase the molar concentrations of propionate and butyrate. These facts suggest interesting alternatives as feed supplements to control gas emissions from dairy ruminants.
eu_rights_str_mv openAccess
format article
id COLIBRI_20b7898d22c4b8c83046d22b60f9ff2f
identifier_str_mv Bonifacino Buttiglione, C, Rodríguez, G, Pérez-Ruchel, A, y otros "Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers". Metabolites. [en línea] 2019, 9(4): 62. 13 h. DOI: 10.3390/metabo9040062
2218-1989
10.3390/metabo9040062
instacron_str Universidad de la República
institution Universidad de la República
instname_str Universidad de la República
language eng
language_invalid_str_mv en
network_acronym_str COLIBRI
network_name_str COLIBRI
oai_identifier_str oai:colibri.udelar.edu.uy:20.500.12008/28668
publishDate 2019
reponame_str COLIBRI
repository.mail.fl_str_mv mabel.seroubian@seciu.edu.uy
repository.name.fl_str_mv COLIBRI - Universidad de la República
repository_id_str 4771
rights_invalid_str_mv Licencia Creative Commons Atribución (CC - By 4.0)
spelling Bonifacino Buttiglione Carla Valentina, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.Rodríguez Gonzalo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.Pérez-Ruchel Analía, Universidad de la República (Uruguay). Facultad de Veterinaria.Repetto José Luis, Universidad de la República (Uruguay). Facultad de Veterinaria.Cerecetto Hugo, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.Cajarville Cecilia, Universidad de la República (Uruguay). Facultad de Veterinaria.González Mercedes, Universidad de la República (Uruguay). Facultad de Ciencias. Centro de Investigaciones Nucleares.2021-07-22T13:10:04Z2021-07-22T13:10:04Z2019Bonifacino Buttiglione, C, Rodríguez, G, Pérez-Ruchel, A, y otros "Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers". Metabolites. [en línea] 2019, 9(4): 62. 13 h. DOI: 10.3390/metabo90400622218-1989https://hdl.handle.net/20.500.12008/2866810.3390/metabo9040062Different strategies have been used to mitigate greenhouse gas emissions from domesticated ruminants, including the removal of protozoa (defaunation). The objective of the present work was to analyze the potential of different N-oxide-containing aromatic heterocycles with known antiprotozoal activity as rumen-gas-abating agents. Nineteen pure compounds, belonging to seven different N-oxide chemotypes from our chemo-library were studied together with monensin in an in vitro rumen simulation assay. Fermentation profiles, i.e., gas production, pH, and short carboxylic acid concentrations, were compared to an untreated control at 96 h post inoculation. In our study, we investigated whole-ruminal fluid, with and without compound treatments, by NMR spectroscopy focusing on concentrations of the metabolites acetate, propionate, butyrate, and lactate. From data analysis, three of the compounds from different N-oxide chemotypes, including quinoxaline dioxide, benzofuroxan, and methylfuroxan, were able to diminish the production of gases such as monensin with similar gas production lag times for each of them. Additionally, unlike monensin, one methylfuroxan did not decrease the rumen pH during the analyzed incubation time, shifting rumen fermentation to increase the molar concentrations of propionate and butyrate. These facts suggest interesting alternatives as feed supplements to control gas emissions from dairy ruminants.Submitted by Verdun Juan Pablo (jverdun@fcien.edu.uy) on 2021-07-16T21:18:04Z No. of bitstreams: 2 license_rdf: 19875 bytes, checksum: 9fdbed07f52437945402c4e70fa4773e (MD5) 10.3390metabo9040062.pdf: 1409081 bytes, checksum: de7275eb9b891910f0d2444b3fd607ff (MD5)Approved for entry into archive by Faget Cecilia (lfaget@fcien.edu.uy) on 2021-07-22T13:06:24Z (GMT) No. of bitstreams: 2 license_rdf: 19875 bytes, checksum: 9fdbed07f52437945402c4e70fa4773e (MD5) 10.3390metabo9040062.pdf: 1409081 bytes, checksum: de7275eb9b891910f0d2444b3fd607ff (MD5)Made available in DSpace by Luna Fabiana (fabiana.luna@seciu.edu.uy) on 2021-07-22T13:10:04Z (GMT). No. of bitstreams: 2 license_rdf: 19875 bytes, checksum: 9fdbed07f52437945402c4e70fa4773e (MD5) 10.3390metabo9040062.pdf: 1409081 bytes, checksum: de7275eb9b891910f0d2444b3fd607ff (MD5) Previous issue date: 201913 h.application/pdfenengMDPIMetabolites, 2019, 9(4): 62Las obras depositadas en el Repositorio se rigen por la Ordenanza de los Derechos de la Propiedad Intelectual de la Universidad de la República.(Res. Nº 91 de C.D.C. de 8/III/1994 – D.O. 7/IV/1994) y por la Ordenanza del Repositorio Abierto de la Universidad de la República (Res. 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- Universidad de la Repúblicafalse
spellingShingle Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
Bonifacino Buttiglione, Carla Valentina
Rumen fermentation modifiers
Propionate
Butyrate
N-oxide
Methylfuroxan
NMR
status_str publishedVersion
title Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
title_full Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
title_fullStr Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
title_full_unstemmed Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
title_short Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
title_sort Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
topic Rumen fermentation modifiers
Propionate
Butyrate
N-oxide
Methylfuroxan
NMR
url https://hdl.handle.net/20.500.12008/28668