Design, synthesis and biological evaluation of cyclic peptidotriazoles derived from BPC194 as novel agents for plant protection
dc.contributor.author
dc.date.accessioned
2017-04-26T08:59:07Z
dc.date.available
2021-04-07T08:03:00Z
dc.date.issued
2017-05-01
dc.identifier.issn
0006-3525
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dc.description.abstract
The search for novel antimicrobial agents to be used for plant protection has prompted us to design analogues incorporating non-natural amino acids. Herein, we designed and synthesized cyclic peptidotriazoles derived from the lead antimicrobial cyclic peptide c(Lys-Lys-Leu3-Lys-Lys5-Phe-Lys-Lys-Leu-Gln) (BPC194). In particular, Leu3 and Lys5 were replaced by a triazolyl alanine, a triazolyl norleucine or a triazolyl lysine. These peptides were screened for their antibacterial activity against Xanthomonas axonopodis pv. vesicatoria, Erwinia amylovora and Pseudomonas syringae pv. syringae, for their hemolysis and for their phytotoxicity. Results showed that the type of triazolyl amino acid and the substituent present at the triazole influenced the antibacterial and hemolytic activities. Moreover, the position of this residue was also crucial for the hemolysis. The lead compounds BPC548 and BPC550 exhibited high antibacterial activity (MIC of 3.1 to 25 μM), low hemolysis (19 and 26% at 375 μM, respectively) and low phytotoxicity. Therefore, these analogues could be used as new leads for the development of effective agents to control pathogenic bacteria responsible for plant diseases of economic importance
dc.description.sponsorship
This work was supported by the Spanish Ministerio de Economía y Competitividad
(MINECO) [grant numbers AGL2009-13255-C02-02/AGR and AGL2012-39880-C02-02]
dc.format.mimetype
application/pdf
dc.language.iso
eng
dc.publisher
Wiley
dc.relation
info:eu-repo/grantAgreement/MICINN//AGL2009-13255-C02-02/ES/Control Biotecnologico Del Fuego Bacteriano. Utilizacion De Peptidos Antimicrobianos Sinteticos Derivados De Bacteriocinas Y De Ciclolipopeptidos/
info:eu-repo/grantAgreement/MINECO//AGL2012-39880-C02-02/ES/NUEVAS ESTRATEGIAS DE CONTROL DEL FUEGO BACTERIANO. PEPTIDOS SINTETICOS ESTIMULADORES DE DEFENSA EN EL HUESPED/
dc.relation.isformatof
Reproducció digital del document publicat a: http://dx.doi.org/10.1002/bip.23012
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© Biopolymers.Peptide Science, 2017, vol. 108, núm. 3, p. e23012
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Articles publicats (D-Q)
dc.rights
Tots els drets reservats
dc.subject
dc.title
Design, synthesis and biological evaluation of cyclic peptidotriazoles derived from BPC194 as novel agents for plant protection
dc.type
info:eu-repo/semantics/article
dc.rights.accessRights
info:eu-repo/semantics/openAccess
dc.embargo.terms
2018-05-01
dc.date.embargoEndDate
info:eu-repo/date/embargoEnd/2018-05-01
dc.type.version
info:eu-repo/semantics/acceptedVersion
dc.identifier.doi
dc.identifier.idgrec
026165
dc.contributor.funder
dc.relation.ProjectAcronym
dc.identifier.eissn
1097-0282