Synthesis of Lactam-Bridged and Lipidated Cyclo-Peptides as Promising Anti-Phytopathogenic Agents.
Molecules
; 25(4)2020 Feb 13.
Article
em En
| MEDLINE
| ID: mdl-32069902
ABSTRACT
Antimicrobial 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.
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Texto completo:
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Base de dados:
MEDLINE
Assunto principal:
Peptídeos Cíclicos
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Lipopeptídeos
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Lactamas
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Antifúngicos
Idioma:
En
Ano de publicação:
2020
Tipo de documento:
Article