np0c00152_si_001.pdf (2.04 MB)
Viennamycins: Lipopeptides Produced by a Streptomyces sp.
journal contribution
posted on 2020-07-31, 11:35 authored by Paulina Bekiesch, Martin Zehl, Elizabeth Domingo-Contreras, Jesús Martín, Ignacio Pérez-Victoria, Fernando Reyes, Arthur Kaplan, Christian Rückert, Tobias Busche, Jörn Kalinowski, Sergey B. ZotchevExtracts 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.