Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri

Detalhes bibliográficos
Autor(a) principal: Nazare, Ana Carolina [UNESP]
Data de Publicação: 2018
Outros Autores: Polaquini, Carlos Roberto [UNESP], Cavalca, Lucia Bonci [UNESP], Anselmo, Daiane Bertholin [UNESP], Calmon Saiki, Marilia de Freitas [UNESP], Monteiro, Diego Alves [UNESP], Zielinska, Aleksandra, Rahal, Paula [UNESP], Gomes, Eleni [UNESP], Scheffers, Dirk-Jan, Ferreira, Henrique [UNESP], Regasini, Luis Octavio [UNESP]
Tipo de documento: Artigo
Idioma: eng
Título da fonte: Repositório Institucional da UNESP
Texto Completo: http://dx.doi.org/10.3390/ijms19103050
http://hdl.handle.net/11449/185023
Resumo: Xanthomonas citri subsp. citri (Xcc) causes citrus canker, affecting sweet orange-producing areas around the world. The current chemical treatment available for this disease is based on cupric compounds. For this reason, the objective of this study was to design antibacterial agents. In order to do this, we analyzed the anti-Xcc activity of 36 alkyl dihydroxybenzoates and we found 14 active compounds. Among them, three esters with the lowest minimum inhibitory concentration values were selected; compounds 4 (52 M), 16 (80 M) and 28 (88 M). Our study demonstrated that alkyl dihydroxybenzoates cause a delay in the exponential phase. The permeability capacity of alkyl dihydroxybenzoates in a quarter of MIC was compared to nisin (positive control). Compound 28 was the most effective (93.8), compared to compound 16 (41.3) and compound 4 (13.9) by percentage values. Finally, all three compounds showed inhibition of FtsZ GTPase activity, and promoted changes in protofilaments, leading to depolymerization, which prevents bacterial cell division. In conclusion, heptyl dihydroxybenzoates (compounds 4, 16 and 28) are promising anti-Xcc agents which may serve as an alternative for the control of citrus canker.
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spelling Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citricitrus cankerantimicrobialplant diseasemembrane disruptionphenolic acidsXanthomonas citri subsp. citri (Xcc) causes citrus canker, affecting sweet orange-producing areas around the world. The current chemical treatment available for this disease is based on cupric compounds. For this reason, the objective of this study was to design antibacterial agents. In order to do this, we analyzed the anti-Xcc activity of 36 alkyl dihydroxybenzoates and we found 14 active compounds. Among them, three esters with the lowest minimum inhibitory concentration values were selected; compounds 4 (52 M), 16 (80 M) and 28 (88 M). Our study demonstrated that alkyl dihydroxybenzoates cause a delay in the exponential phase. The permeability capacity of alkyl dihydroxybenzoates in a quarter of MIC was compared to nisin (positive control). Compound 28 was the most effective (93.8), compared to compound 16 (41.3) and compound 4 (13.9) by percentage values. Finally, all three compounds showed inhibition of FtsZ GTPase activity, and promoted changes in protofilaments, leading to depolymerization, which prevents bacterial cell division. In conclusion, heptyl dihydroxybenzoates (compounds 4, 16 and 28) are promising anti-Xcc agents which may serve as an alternative for the control of citrus canker.Coordenação de Aperfeiçoamento de Pessoal de Nível Superior (CAPES)Conselho Nacional de Desenvolvimento Científico e Tecnológico (CNPq)Fundação de Amparo à Pesquisa do Estado de São Paulo (FAPESP)Netherlands Organisation for Scientific research (NWO)Sao Paulo State Univ, Inst Biosci Humanities & Exact Sci, Dept Chem & Environm Sci, BR-15054000 Sao Jose Do Rio Preto, SP, BrazilSao Paulo State Univ, Biosci Inst, Dept Biochem & Microbiol, BR-13506900 Rio Claro, SP, BrazilUniv Groningen, Groningen Biomol Sci & Biotechnol Inst, Dept Mol Microbiol, NL-9747 AG Groningen, NetherlandsSao Paulo State Univ, Inst Biosci Humanities & Exact Sci, Dept Biol, IBILCE, BR-15054000 Sao Jose Do Rio Preto, SP, BrazilSao Paulo State Univ, Inst Biosci Humanities & Exact Sci, Dept Chem & Environm Sci, BR-15054000 Sao Jose Do Rio Preto, SP, BrazilSao Paulo State Univ, Biosci Inst, Dept Biochem & Microbiol, BR-13506900 Rio Claro, SP, BrazilSao Paulo State Univ, Inst Biosci Humanities & Exact Sci, Dept Biol, IBILCE, BR-15054000 Sao Jose Do Rio Preto, SP, BrazilCNPq: 471129/2013-5CNPq: 306251/2016-7FAPESP: 2013/50367-8FAPESP: 2014/18330-0FAPESP: 2015/50162-2FAPESP: 2017/50216-0FAPESP: 729.004.005Netherlands Organisation for Scientific research (NWO): 729.004.005MdpiUniversidade Estadual Paulista (Unesp)Univ GroningenNazare, Ana Carolina [UNESP]Polaquini, Carlos Roberto [UNESP]Cavalca, Lucia Bonci [UNESP]Anselmo, Daiane Bertholin [UNESP]Calmon Saiki, Marilia de Freitas [UNESP]Monteiro, Diego Alves [UNESP]Zielinska, AleksandraRahal, Paula [UNESP]Gomes, Eleni [UNESP]Scheffers, Dirk-JanFerreira, Henrique [UNESP]Regasini, Luis Octavio [UNESP]2019-10-04T12:31:56Z2019-10-04T12:31:56Z2018-10-01info:eu-repo/semantics/publishedVersioninfo:eu-repo/semantics/article15http://dx.doi.org/10.3390/ijms19103050International Journal Of Molecular Sciences. Basel: Mdpi, v. 19, n. 10, 15 p., 2018.1422-0067http://hdl.handle.net/11449/18502310.3390/ijms19103050WOS:00044895100020579910823626712120000-0001-5693-6148Web of Sciencereponame:Repositório Institucional da UNESPinstname:Universidade Estadual Paulista (UNESP)instacron:UNESPengInternational Journal Of Molecular Sciencesinfo:eu-repo/semantics/openAccess2021-10-23T20:17:35Zoai:repositorio.unesp.br:11449/185023Repositório InstitucionalPUBhttp://repositorio.unesp.br/oai/requestopendoar:29462021-10-23T20:17:35Repositório Institucional da UNESP - Universidade Estadual Paulista (UNESP)false
dc.title.none.fl_str_mv Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
title Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
spellingShingle Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
Nazare, Ana Carolina [UNESP]
citrus canker
antimicrobial
plant disease
membrane disruption
phenolic acids
title_short Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
title_full Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
title_fullStr Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
title_full_unstemmed Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
title_sort Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
author Nazare, Ana Carolina [UNESP]
author_facet Nazare, Ana Carolina [UNESP]
Polaquini, Carlos Roberto [UNESP]
Cavalca, Lucia Bonci [UNESP]
Anselmo, Daiane Bertholin [UNESP]
Calmon Saiki, Marilia de Freitas [UNESP]
Monteiro, Diego Alves [UNESP]
Zielinska, Aleksandra
Rahal, Paula [UNESP]
Gomes, Eleni [UNESP]
Scheffers, Dirk-Jan
Ferreira, Henrique [UNESP]
Regasini, Luis Octavio [UNESP]
author_role author
author2 Polaquini, Carlos Roberto [UNESP]
Cavalca, Lucia Bonci [UNESP]
Anselmo, Daiane Bertholin [UNESP]
Calmon Saiki, Marilia de Freitas [UNESP]
Monteiro, Diego Alves [UNESP]
Zielinska, Aleksandra
Rahal, Paula [UNESP]
Gomes, Eleni [UNESP]
Scheffers, Dirk-Jan
Ferreira, Henrique [UNESP]
Regasini, Luis Octavio [UNESP]
author2_role author
author
author
author
author
author
author
author
author
author
author
dc.contributor.none.fl_str_mv Universidade Estadual Paulista (Unesp)
Univ Groningen
dc.contributor.author.fl_str_mv Nazare, Ana Carolina [UNESP]
Polaquini, Carlos Roberto [UNESP]
Cavalca, Lucia Bonci [UNESP]
Anselmo, Daiane Bertholin [UNESP]
Calmon Saiki, Marilia de Freitas [UNESP]
Monteiro, Diego Alves [UNESP]
Zielinska, Aleksandra
Rahal, Paula [UNESP]
Gomes, Eleni [UNESP]
Scheffers, Dirk-Jan
Ferreira, Henrique [UNESP]
Regasini, Luis Octavio [UNESP]
dc.subject.por.fl_str_mv citrus canker
antimicrobial
plant disease
membrane disruption
phenolic acids
topic citrus canker
antimicrobial
plant disease
membrane disruption
phenolic acids
description Xanthomonas citri subsp. citri (Xcc) causes citrus canker, affecting sweet orange-producing areas around the world. The current chemical treatment available for this disease is based on cupric compounds. For this reason, the objective of this study was to design antibacterial agents. In order to do this, we analyzed the anti-Xcc activity of 36 alkyl dihydroxybenzoates and we found 14 active compounds. Among them, three esters with the lowest minimum inhibitory concentration values were selected; compounds 4 (52 M), 16 (80 M) and 28 (88 M). Our study demonstrated that alkyl dihydroxybenzoates cause a delay in the exponential phase. The permeability capacity of alkyl dihydroxybenzoates in a quarter of MIC was compared to nisin (positive control). Compound 28 was the most effective (93.8), compared to compound 16 (41.3) and compound 4 (13.9) by percentage values. Finally, all three compounds showed inhibition of FtsZ GTPase activity, and promoted changes in protofilaments, leading to depolymerization, which prevents bacterial cell division. In conclusion, heptyl dihydroxybenzoates (compounds 4, 16 and 28) are promising anti-Xcc agents which may serve as an alternative for the control of citrus canker.
publishDate 2018
dc.date.none.fl_str_mv 2018-10-01
2019-10-04T12:31:56Z
2019-10-04T12:31:56Z
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/10.3390/ijms19103050
International Journal Of Molecular Sciences. Basel: Mdpi, v. 19, n. 10, 15 p., 2018.
1422-0067
http://hdl.handle.net/11449/185023
10.3390/ijms19103050
WOS:000448951000205
7991082362671212
0000-0001-5693-6148
url http://dx.doi.org/10.3390/ijms19103050
http://hdl.handle.net/11449/185023
identifier_str_mv International Journal Of Molecular Sciences. Basel: Mdpi, v. 19, n. 10, 15 p., 2018.
1422-0067
10.3390/ijms19103050
WOS:000448951000205
7991082362671212
0000-0001-5693-6148
dc.language.iso.fl_str_mv eng
language eng
dc.relation.none.fl_str_mv International Journal Of Molecular Sciences
dc.rights.driver.fl_str_mv info:eu-repo/semantics/openAccess
eu_rights_str_mv openAccess
dc.format.none.fl_str_mv 15
dc.publisher.none.fl_str_mv Mdpi
publisher.none.fl_str_mv Mdpi
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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