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.
Highlights
The global challenge of increased drug resistance has led to strong demand to increase the chemical diversity of antibiotics, especially to obtain drugs that can overcome bacterial resistance through new modes of action [1]
Myxobacteria have emerged to be among the main producers of bioactive molecules, with a high chemical diversity in their unique structures and unusual and often novel modes of action [3]
Various novel carbon skeletons with interesting bioactivities have been isolated from hitherto under-explored taxa such as sorazolones [4] and carolacton [5] from Sorangium cellulosum, argyrins [6] and tubulysins [7] from
Summary
The global challenge of increased drug resistance has led to strong demand to increase the chemical diversity of antibiotics, especially to obtain drugs that can overcome bacterial resistance through new modes of action [1]. Myxobacteria have emerged to be among the main producers of bioactive molecules, with a high chemical diversity in their unique structures and unusual and often novel modes of action [3]. Various novel carbon skeletons with interesting bioactivities have been isolated from hitherto under-explored taxa such as sorazolones [4] and carolacton [5] from Sorangium cellulosum, argyrins [6] and tubulysins [7] from. During the course of our studies on the secondary metabolism of Molecules 2018, 23, 542; doi:10.3390/molecules23030542 www.mdpi.com/journal/molecules
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