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Six Heterocyclic Metabolites from the Myxobacterium Labilithrix luteola.


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 Labilithrixluteola (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.

SUBMITTER: Mulwa LS 

PROVIDER: S-EPMC6017429 | biostudies-literature | 2018 Feb

REPOSITORIES: biostudies-literature

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Six Heterocyclic Metabolites from the Myxobacterium Labilithrix luteola.

Mulwa Lucky S LS   Jansen Rolf R   Praditya Dimas F DF   Praditya Dimas F DF   Mohr Kathrin I KI   Wink Joachim J   Steinmann Eike E   Stadler Marc M  

Molecules (Basel, Switzerland) 20180228 3


Two new secondary metabolites, labindole A [2-methyl-3-(2-nitroethyl)-3H-indole] (<b>1</b>) and labindole B [2-methyl-3-(2-nitrovinyl)-3H-indole] (<b>2</b>), were isolated from the myxobacterium <i>Labilithrix</i><i>luteola</i> (DSM 27648<sup>T</sup>). Additionally, four metabolites <b>3</b>, <b>4</b>, <b>5</b> and <b>6</b> already known from other sources were obtained. Their structures were elucidated from high resolution electrospray ionisation mass spectrometry (HRESIMS) and 1D and 2D nuclea  ...[more]

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