Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri

Detalhes bibliográficos
Autor(a) principal: Savietto, Abigail [UNESP]
Data de Publicação: 2018
Outros Autores: Polaquini, Carlos Roberto [UNESP], Kopacz, Malgorzata, Scheffers, Dirk-Jan, Marques, Beatriz Carvalho [UNESP], Regasini, Luis Octavio [UNESP], Ferreira, Henrique [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.1007/s00203-018-1502-6
http://hdl.handle.net/11449/164351
Resumo: Asiatic citrus canker (ACC) is an incurable disease of citrus plants caused by the Gram-negative bacterium Xanthomonas citri subsp. citri (X. citri). It affects all the commercially important citrus varieties in the major orange producing areas around the world. Control of the pathogen requires recurrent sprays of copper formulations that accumulate in soil and water reservoirs. Here, we describe the improvement of the alkyl gallates, which are potent anti-X. citri compounds, intended to be used as alternatives to copper in the control of ACC. Acetylation of alkyl gallates increased their lipophilicity, which resulted in potentiation of the antibacterial activity. X. citri exposed to the acetylated compounds exhibited increased cell length that is consistent with the disruption of the cell division apparatus. Finally, we show that inhibition of cell division is an indirect effect that seemed to be caused by membrane permeabilization, which is apparently the primary target of the acetylated alkyl gallates.
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spelling Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citriCitrus cankerGallic acidCell divisionMembrane disruptionAsiatic citrus canker (ACC) is an incurable disease of citrus plants caused by the Gram-negative bacterium Xanthomonas citri subsp. citri (X. citri). It affects all the commercially important citrus varieties in the major orange producing areas around the world. Control of the pathogen requires recurrent sprays of copper formulations that accumulate in soil and water reservoirs. Here, we describe the improvement of the alkyl gallates, which are potent anti-X. citri compounds, intended to be used as alternatives to copper in the control of ACC. Acetylation of alkyl gallates increased their lipophilicity, which resulted in potentiation of the antibacterial activity. X. citri exposed to the acetylated compounds exhibited increased cell length that is consistent with the disruption of the cell division apparatus. Finally, we show that inhibition of cell division is an indirect effect that seemed to be caused by membrane permeabilization, which is apparently the primary target of the acetylated alkyl gallates.Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)bilateral research program Biobased Economy from the Netherlands Organization for Scientific researchINCT CitrosUniv Estadual Paulista, Inst Biociencias, Dept Bioquim & Microbiol, Ave 24A,1515, BR-13506900 Rio Claro, SP, BrazilUniv Estadual Paulista, Inst Biociencias Letras & Ciencias Exatas, Dept Quim & Ciencias Ambientais, Rua Cristovao Colombo 2265, BR-15054000 Sao Jose Do Rio Preto, SP, BrazilUniv Groningen, Groningen Biomol Sci & Biotechnol Inst, Dept Mol Microbiol, Nijenborgh 7, NL-9747 AG Groningen, NetherlandsUniv Estadual Paulista, Inst Biociencias, Dept Bioquim & Microbiol, Ave 24A,1515, BR-13506900 Rio Claro, SP, BrazilUniv Estadual Paulista, Inst Biociencias Letras & Ciencias Exatas, Dept Quim & Ciencias Ambientais, Rua Cristovao Colombo 2265, BR-15054000 Sao Jose Do Rio Preto, SP, BrazilFAPESP: 2014/114025bilateral research program Biobased Economy from the Netherlands Organization for Scientific research: NWO 729.004.005FAPESP: FAPESP 2013/50367-8INCT Citros: FAPESP 2014/50880-0INCT Citros: CNPq 465440/2014-2SpringerUniversidade Estadual Paulista (Unesp)Univ GroningenSavietto, Abigail [UNESP]Polaquini, Carlos Roberto [UNESP]Kopacz, MalgorzataScheffers, Dirk-JanMarques, Beatriz Carvalho [UNESP]Regasini, Luis Octavio [UNESP]Ferreira, Henrique [UNESP]2018-11-26T17:52:14Z2018-11-26T17:52:14Z2018-08-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article929-937application/pdfhttp://dx.doi.org/10.1007/s00203-018-1502-6Archives Of Microbiology. New York: Springer, v. 200, n. 6, p. 929-937, 2018.0302-8933http://hdl.handle.net/11449/16435110.1007/s00203-018-1502-6WOS:000436399900010WOS000436399900010.pdfWeb of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengArchives Of Microbiology0,644info:eu-repo/semantics/openAccess2023-12-30T06:18:57Zoai:repositorio.unesp.br:11449/164351Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462024-08-05T21:41:41.168064Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
title Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
spellingShingle Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
Savietto, Abigail [UNESP]
Citrus canker
Gallic acid
Cell division
Membrane disruption
title_short Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
title_full Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
title_fullStr Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
title_full_unstemmed Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
title_sort Antibacterial activity of monoacetylated alkyl gallates against Xanthomonas citri subsp citri
author Savietto, Abigail [UNESP]
author_facet Savietto, Abigail [UNESP]
Polaquini, Carlos Roberto [UNESP]
Kopacz, Malgorzata
Scheffers, Dirk-Jan
Marques, Beatriz Carvalho [UNESP]
Regasini, Luis Octavio [UNESP]
Ferreira, Henrique [UNESP]
author_role author
author2 Polaquini, Carlos Roberto [UNESP]
Kopacz, Malgorzata
Scheffers, Dirk-Jan
Marques, Beatriz Carvalho [UNESP]
Regasini, Luis Octavio [UNESP]
Ferreira, Henrique [UNESP]
author2_role author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Univ Groningen
dc.contributor.author.fl_str_mv Savietto, Abigail [UNESP]
Polaquini, Carlos Roberto [UNESP]
Kopacz, Malgorzata
Scheffers, Dirk-Jan
Marques, Beatriz Carvalho [UNESP]
Regasini, Luis Octavio [UNESP]
Ferreira, Henrique [UNESP]
dc.subject.por.fl_str_mv Citrus canker
Gallic acid
Cell division
Membrane disruption
topic Citrus canker
Gallic acid
Cell division
Membrane disruption
description Asiatic citrus canker (ACC) is an incurable disease of citrus plants caused by the Gram-negative bacterium Xanthomonas citri subsp. citri (X. citri). It affects all the commercially important citrus varieties in the major orange producing areas around the world. Control of the pathogen requires recurrent sprays of copper formulations that accumulate in soil and water reservoirs. Here, we describe the improvement of the alkyl gallates, which are potent anti-X. citri compounds, intended to be used as alternatives to copper in the control of ACC. Acetylation of alkyl gallates increased their lipophilicity, which resulted in potentiation of the antibacterial activity. X. citri exposed to the acetylated compounds exhibited increased cell length that is consistent with the disruption of the cell division apparatus. Finally, we show that inhibition of cell division is an indirect effect that seemed to be caused by membrane permeabilization, which is apparently the primary target of the acetylated alkyl gallates.
publishDate 2018
dc.date.none.fl_str_mv 2018-11-26T17:52:14Z
2018-11-26T17:52:14Z
2018-08-01
dc.type.status.fl_str_mv info:eu-repo/semantics/publishedVersion
dc.type.driver.fl_str_mv info:eu-repo/semantics/article
format article
status_str publishedVersion
dc.identifier.uri.fl_str_mv http://dx.doi.org/10.1007/s00203-018-1502-6
Archives Of Microbiology. New York: Springer, v. 200, n. 6, p. 929-937, 2018.
0302-8933
http://hdl.handle.net/11449/164351
10.1007/s00203-018-1502-6
WOS:000436399900010
WOS000436399900010.pdf
url http://dx.doi.org/10.1007/s00203-018-1502-6
http://hdl.handle.net/11449/164351
identifier_str_mv Archives Of Microbiology. New York: Springer, v. 200, n. 6, p. 929-937, 2018.
0302-8933
10.1007/s00203-018-1502-6
WOS:000436399900010
WOS000436399900010.pdf
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv Archives Of Microbiology
0,644
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 929-937
application/pdf
dc.publisher.none.fl_str_mv Springer
publisher.none.fl_str_mv Springer
dc.source.none.fl_str_mv Web of Science
reponame:Repositório Institucional da UNESP
instname:Universidade Estadual Paulista (UNESP)
instacron:UNESP
instname_str Universidade Estadual Paulista (UNESP)
instacron_str UNESP
institution UNESP
reponame_str Repositório Institucional da UNESP
collection Repositório Institucional da UNESP
repository.name.fl_str_mv Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)
repository.mail.fl_str_mv
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