Synthesis of lactam-bridged and lipidated cyclo-peptides as promising anti-phytopathogenic agents

dc.creatorVasco, Aldrin V.
dc.creatorBrode, Martina
dc.creatorMéndez, Yanira
dc.creatorValdés-Lizama, Oscar
dc.creatorRivera, Daniel G.
dc.creatorWessjohann, Ludger A.
dc.date2023-05-16T14:45:32Z
dc.date2023-05-16T14:45:32Z
dc.date2020
dc.date.accessioned2024-05-02T20:31:14Z
dc.date.available2024-05-02T20:31:14Z
dc.identifierhttp://repositorio.ucm.cl/handle/ucm/4777
dc.identifier.urihttps://repositorioslatinoamericanos.uchile.cl/handle/2250/9275017
dc.descriptionAntimicrobial resistance to conventional antibiotics and the limited alternatives to combat plant-threatening pathogens are worldwide problems. Antibiotic lipopeptides exert remarkable membrane activity, which usually is not prone to fast resistance formation, and often show organism-type selectivity. Additional modes of action commonly complement the bioactivity profiles of such compounds. The present work describes a multicomponent-based methodology for the synthesis of cyclic polycationic lipopeptides with stabilized helical structures. The protocol comprises an on solid support Ugi-4-component macrocyclization in the presence of a lipidic isocyanide. Circular dichroism was employed to study the influence of both macrocyclization and lipidation on the amphiphilic helical structure in water and micellar media. First bioactivity studies against model phytopathogens demonstrated a positive effect of the lipidation on the antimicrobial activity.
dc.languageen
dc.rightsAtribución-NoComercial-SinDerivadas 3.0 Chile
dc.rightshttp://creativecommons.org/licenses/by-nc-nd/3.0/cl/
dc.sourceMolecules, 25(4), 811
dc.subjectPeptide cyclization
dc.subjectAntimicrobial peptides
dc.subjectMulticomponent reactions
dc.subjectLipopeptides
dc.subjectFungicides
dc.subjectAntimycotics
dc.subjectPlant pathogens
dc.titleSynthesis of lactam-bridged and lipidated cyclo-peptides as promising anti-phytopathogenic agents
dc.typeArticle


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