Cargando…

Viennamycins: Lipopeptides Produced by a Streptomyces sp.

[Image: see text] Extracts from Streptomyces sp. S4.7 isolated from the rhizosphere of edelweiss, an alpine medicinal plant, exhibited activity against Gram-positive bacteria. LC-HRMS analyses of the extracts resulted in the detection of two unknown, structurally related lipopeptides that were assum...

Descripción completa

Detalles Bibliográficos
Autores principales: Bekiesch, Paulina, Zehl, Martin, Domingo-Contreras, Elizabeth, Martín, Jesús, Pérez-Victoria, Ignacio, Reyes, Fernando, Kaplan, Arthur, Rückert, Christian, Busche, Tobias, Kalinowski, Jörn, Zotchev, Sergey B.
Formato: Online Artículo Texto
Lenguaje:English
Publicado: American Chemical Society and American Society of Pharmacognosy 2020
Acceso en línea:https://www.ncbi.nlm.nih.gov/pmc/articles/PMC7460545/
https://www.ncbi.nlm.nih.gov/pubmed/32786880
http://dx.doi.org/10.1021/acs.jnatprod.0c00152
Descripción
Sumario:[Image: see text] Extracts from Streptomyces sp. S4.7 isolated from the rhizosphere of edelweiss, an alpine medicinal plant, exhibited activity against Gram-positive bacteria. LC-HRMS analyses of the extracts resulted in the detection of two unknown, structurally related lipopeptides that were assumed to be responsible for the antibiotic activity. LC-MS guided isolation and structure elucidation of viennamycins A and B (1 and 2) by HR-MS/MS, 1D and 2D NMR, and Marfey’s analyses revealed them to be novel compounds, with viennamycin A containing cysteic acid, a unique feature for lipopeptides. Tests for antibacterial, antifungal, and cytotoxic activities of purified viennamycins, both with and without divalent cations, did not reveal any bioactivity, suggesting that their biological function, which could not be determined in the tests used, is atypical for lipopeptides. The genome of Streptomyces sp. S4.7 was sequenced and analyzed, revealing the viennamycin biosynthetic gene cluster. Detailed bioinformatics-based analysis of the viennamycin gene cluster allowed elucidation of the biosynthetic pathway for these lipopeptides.