Six Heterocyclic Metabolites from the Myxobacterium Labilithrix luteola

Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry
Lucky S MulwaMarc Stadler

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.

References

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Citations

Jul 18, 2018·Beilstein Journal of Organic Chemistry·Lucky S MulwaMarc Stadler
Jun 20, 2020·Archiv der Pharmazie·Yang LiuGuishun Piao
Oct 24, 2018·Molecules : a Journal of Synthetic Chemistry and Natural Product Chemistry·Birthe SandargoFrank Surup
Jul 22, 2018·Microorganisms·Lucky S Mulwa, Marc Stadler
Nov 26, 2020·The Science of the Total Environment·R Sagaya JansiAmal Al-Tamimi
Jun 2, 2021·Folia Microbiologica·Akansha Shrivastava, Rakesh Kumar Sharma
Apr 26, 2019·Journal of Natural Products·Omar MessaoudiJoachim Wink
Aug 29, 2021·Pharmaceutics·Mudasir Ahmad BhatArif Tasleem Jan

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Datasets Mentioned

BETA
AB847449

Methods Mentioned

BETA
NMR
light microscopy

Software Mentioned

NMR
ACD
Bruker

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