Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers
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 activit...
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| Other Authors: | , , , , , |
| Format: | article |
| Language: | English |
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2019
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| Online Access: | https://hdl.handle.net/20.500.12008/28668 |
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| _version_ | 1868889981076897792 |
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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_browse | Bonifacino Buttiglione, Carla Valentina Cajarville, Cecilia Cerecetto, Hugo González, Mercedes Pérez-Ruchel, Analía Repetto, José Luis Rodríguez, Gonzalo |
| author_facet | Bonifacino Buttiglione, Carla Valentina Rodríguez, Gonzalo Pérez-Ruchel, Analía Repetto, José Luis Cerecetto, Hugo Cajarville, Cecilia González, Mercedes |
| author_role | author |
| collection | COLIBRI |
| dc.contributor.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.none.fl_str_mv | 2019 2021-07-22T13:10:04Z 2021-07-22T13:10:04Z |
| dc.format.none.fl_str_mv | 13 h. application/pdf |
| dc.identifier.none.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 2218-1989 https://hdl.handle.net/20.500.12008/28668 10.3390/metabo9040062 |
| dc.language.none.fl_str_mv | en eng |
| dc.publisher.none.fl_str_mv | MDPI |
| dc.relation.none.fl_str_mv | Metabolites, 2019, 9(4): 62 |
| dc.rights.none.fl_str_mv | info:eu-repo/semantics/openAccess Licencia Creative Commons Atribución (CC - By 4.0) |
| dc.source.none.fl_str_mv | reponame:COLIBRI instname:Universidad de la República instacron:Universidad de la República |
| dc.subject.none.fl_str_mv | Rumen fermentation modifiers Propionate Butyrate N-oxide Methylfuroxan NMR |
| dc.title.none.fl_str_mv | Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiers |
| dc.type.none.fl_str_mv | Artículo info:eu-repo/semantics/article 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 | anni_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 | anni |
| network_name_str | oai-lr-anni |
| oai_identifier_str | oai:colibri.udelar.edu.uy:20.500.12008/28668 |
| publishDate | 2019 |
| publishDateSort | 2019 |
| publisher.none.fl_str_mv | MDPI |
| reponame_str | COLIBRI |
| repository.mail.fl_str_mv | |
| repository.name.fl_str_mv | |
| repository_id_str | |
| rights_invalid_str_mv | Licencia Creative Commons Atribución (CC - By 4.0) |
| spelling | Identification of N-oxide-containing aromatic heterocycles as pharmacophores for rumen fermentation modifiersBonifacino Buttiglione, Carla ValentinaRodríguez, GonzaloPérez-Ruchel, AnalíaRepetto, José LuisCerecetto, HugoCajarville, CeciliaGonzález, MercedesRumen fermentation modifiersPropionateButyrateN-oxideMethylfuroxanNMRDifferent 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.MDPIBonifacino 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.2021-07-22T13:10:04Z2021-07-22T13:10:04Z2019Artículoinfo:eu-repo/semantics/articleinfo:eu-repo/semantics/publishedVersion13 h.application/pdfBonifacino 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/metabo9040062reponame:COLIBRIinstname:Universidad de la Repúblicainstacron:Universidad de la RepúblicaenengMetabolites, 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. Nº 16 de C.D.C. de 07/10/2014)info:eu-repo/semantics/openAccessLicencia Creative Commons Atribución (CC - By 4.0)oai:colibri.udelar.edu.uy:20.500.12008/286682026-04-14T10:09:42Z |
| 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 |