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Molecules 2018, 23(3), 542; https://doi.org/10.3390/molecules23030542

Six Heterocyclic Metabolites from the Myxobacterium Labilithrix luteola

1
Department of Microbial Drugs, Helmholtz Centre for Infection Research and German Centre for Infection Research (DZIF), partner site Hannover/Braunschweig, Inhoffenstrasse 7, 38124 Braunschweig, Germany
2
Work group Microbial Strain Collection (MISG), Helmholtz Centre for Infection Research, Inhoffenstrasse 7, 38124 Braunschweig, Germany
3
TWINCORE—Centre for Experimental and Clinical Infection Research (Institute of Experimental Virology) Hanover. Feodor-Lynen-Str. 7–9, 30625 Hannover, Germany
*
Author to whom correspondence should be addressed.
Received: 16 February 2018 / Revised: 26 February 2018 / Accepted: 28 February 2018 / Published: 28 February 2018
(This article belongs to the Section Natural Products Chemistry)
Full-Text   |   PDF [714 KB, uploaded 28 February 2018]   |  

Abstract

Two new secondary metabolites, labindole A [2-methyl-3-(2-nitroethyl)-3H-indole] (1) and labindole B [2-methyl-3-(2-nitrovinyl)-3H-indole] (2), were isolated from the myxobacterium Labilithrix luteola (DSM 27648T). Additionally, four metabolites 3, 4, 5 and 6 already known from other sources were obtained. Their structures were elucidated from high resolution electrospray ionisation mass spectrometry (HRESIMS) and 1D and 2D nuclear magnetic resonance (NMR) spectroscopy data and their relative configuration was assigned based on nuclear Overhauser effect (NOE) and vicinal 1H-NMR coupling data. The compounds where tested for biological activities; labindoles A (1) and B (2) exhibited significant activity against Hepatitis C Virus, 9H-carbazole (3), 3-chloro-9H-carbazole (4) and 4-hydroxymethyl-quinoline (5) showed antifungal activities. Moreover, compound 3 had weak to moderate antibacterial activities, while labindoles A (1) and B (2) were devoid of significant antifungal and antibacterial effects. View Full-Text
Keywords: antiviral activity; antimicrobial activity; fermentation; HCV; natural products; nitroindole antiviral activity; antimicrobial activity; fermentation; HCV; natural products; nitroindole
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This is an open access article distributed under the Creative Commons Attribution License which permits unrestricted use, distribution, and reproduction in any medium, provided the original work is properly cited (CC BY 4.0).

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Mulwa, L.S.; Jansen, R.; Praditya, D.F.; Mohr, K.I.; Wink, J.; Steinmann, E.; Stadler, M. Six Heterocyclic Metabolites from the Myxobacterium Labilithrix luteola. Molecules 2018, 23, 542.

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