Design of Antibacterial Agents: Alkyl Dihydroxybenzoates against Xanthomonas citri subsp citri
Autor(a) principal: | |
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Data de Publicação: | 2018 |
Outros Autores: | , , , , , , , , , , |
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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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:29462024-08-05T20:50:07.911770Repositório 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 |
|
_version_ |
1808129255615234048 |