Identification and isolation of insecticidal oxazoles from <i>Pseudomonas</i> spp.

Grundmann, Florian; Dill, Veronika; Dowling, Andrea J.; Thanwisai, Aunchalee; Bode, Edna; Chantratita, Narisara; ffrench-Constant, Richard H.; Bode, Helge B.

doi:10.3762/bjoc.8.85

Cited by 33 publications

(32 citation statements)

References 17 publications

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“…During our screening for novel natural products by UPLC‐ESI‐MS of XAD‐16 extracts17 from Xenorhabdus cultures in standard LB medium we identified a new family of natural products. According to characteristic neutral losses for amino acids such as valine, leucine, and isoleucine in their MS 2 fragmentation patterns, these compounds were identified as peptides 18.…”

Section: Resultsmentioning

confidence: 99%

Structure and Biosynthesis of Xenoamicins from Entomopathogenic Xenorhabdus

Zhou

Grundmann

Kaiser

et al. 2013

Chemistry A European J

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During the search for novel natural products from entomopathogenic Xenorhabdus doucetiae DSM17909 and X. mauleonii DSM17908 novel peptides named xenoamicins were identified in addition to the already known antibiotics xenocoumacin and xenorhabdin. Xenoamicins are acylated tridecadepsipeptides consisting of mainly hydrophobic amino acids. The main derivative xenoamicin A (1) was isolated from X. mauleonii DSM17908, and its structure elucidated by detailed 1D and 2D NMR experiments. Detailed MS experiments, also in combination with labeling experiments, confirmed the determined structure and allowed structure elucidation of additional derivatives. Moreover, the xenoamicin biosynthesis gene cluster was identified and analyzed in X. doucetiae DSM17909, and its participation in xenoamicin biosynthesis was confirmed by mutagenesis. Advanced Marfey's analysis of 1 showed that the absolute configuration of the amino acids is in agreement with the predicted stereochemistry deduced from the nonribosomal peptide synthetase XabABCD. Biological testing revealed activity of 1 against Plasmodium falciparum and other neglected tropical diseases but no antibacterial activity.

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Section: Resultsmentioning

confidence: 99%

Structure and Biosynthesis of Xenoamicins from Entomopathogenic Xenorhabdus

Zhou

Grundmann

Kaiser

et al. 2013

Chemistry A European J

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“…associated with entomopathogenic nematode (Grundmann et al, 2012). These compounds showed significant MICs against Gram-positive bacteria, including S. aureus, B. subtilis , methicillin-resistant S. aureus and Enterococcus faecium (MIC value: 2–4 μg/ml) and reasonable activity against E. faecalis and S. pneumoniae (MIC value: 16–64 μg/ml) with being the more active of the two compounds (Giddens et al, 2008; Singh et al, 2011).…”

Section: Discussionmentioning

confidence: 99%

Pseudopyronine B: A Potent Antimicrobial and Anticancer Molecule Isolated from a Pseudomonas mosselii

et al. 2016

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In continuation of our search for new bioactive compounds from soil microbes, a fluorescent Pseudomonas strain isolated from paddy field soil of Kuttanad, Kerala, India was screened for the production of bioactive secondary metabolites. This strain was identified as Pseudomonas mosselii through 16S rDNA gene sequencing followed by BLAST analysis and the bioactive metabolites produced were purified by column chromatography (silica gel) and a pure bioactive secondary metabolite was isolated. This bioactive compound was identified as Pseudopyronine B by NMR and HR-ESI-MS. Pseudopyronine B recorded significant antimicrobial activity especially against Gram-positive bacteria and agriculturally important fungi. MTT assay was used for finding cell proliferation inhibition, and Pseudopyronine B recorded significant antitumor activity against non-small cell lung cancer cell (A549), and mouse melanoma cell (B16F10). The preliminary MTT assay results revealed that Pseudopyronine B recorded both dose- and time-dependent inhibition of the growth of test cancer cell lines. Pseudopyronine B induced apoptotic cell death in cancer cells as evidenced by Acridine orange/ethidium bromide and Hoechst staining, and this was further confirmed by flow cytometry analysis using Annexin V. Cell cycle analysis also supports apoptosis by inducing G2/M accumulation in both A549 and B16F10 cells. Pseudopyronine B treated cells recorded significant up-regulation of caspase 3 activity. Moreover, this compound recorded immunomodulatory activity by enhancing the proliferation of lymphocytes. The production of Pseudopyronine B by P. mosselii and its anticancer activity in A549 and B16F10 cell lines is reported here for the first time. The present study has a substantial influence on the information of Pseudopyronine B from P. mosselii as potential sources of novel drug molecule for the pharmaceutical companies, especially as potent antimicrobial and anticancer agent.

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“…It was previously reported that the metabolites produced by Pseudomonas sp. have insecticidal activity (Grundmann et al, 2012). The secondary metabolites produced by bacteria such as Photorhabdus sp.…”

Section: Resultsmentioning

confidence: 99%

Production of Antibacterial and Larvicidal Extracellular Polysaccharide from Pseudomonas aeruginosa Strain b01 Isolated from Wastewater

Benit¹,

Roslin²

2017

Int.J.Curr.Res.Aca.Rev.

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Article InfoThe aim of this study is to optimize extracellular polysaccharide (EPS) production from Pseudomonas aeruginosa B01 with potent antibacterial and larvicidal activity. EPS producing P. aeruginosa B01 was isolated from wastewater. Process parameters were optimized to enhance the production of EPS. EPS was fractionated with two-, three-volume of various solvent and antibacterial and larvicidal activities were evaluated. The bacterial cell growth was maximum after 48 h fermentation period, however, EPS production was maximum after 72 h. EPS production was found to be high when this organism was grown in the medium containing 1% maltose, 1% ammonium sulphate and 0.1% Mn 2+ ions. EPS production was maximum at pH 7.5 and at 30 °C. Ethanol precipitated fractions showed high activity than other tested solvents. It was further subjected to Thin Layer Chromatography. EPS showed potent larvicidal activity against mosquito larva and showed potent activity against various pathogenic bacteria.

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Identification and isolation of insecticidal oxazoles from Pseudomonas spp.

Cited by 33 publications

References 17 publications

Structure and Biosynthesis of Xenoamicins from Entomopathogenic Xenorhabdus

Structure and Biosynthesis of Xenoamicins from Entomopathogenic Xenorhabdus

Pseudopyronine B: A Potent Antimicrobial and Anticancer Molecule Isolated from a Pseudomonas mosselii

Production of Antibacterial and Larvicidal Extracellular Polysaccharide from Pseudomonas aeruginosa Strain b01 Isolated from Wastewater

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