A5071053620- Natural product bioactivities and synthesis
- Plant biochemistry and biosynthesis
- Microbial Natural Products and Biosynthesis
- Phytochemistry and Biological Activities
- Phytochemicals and Antioxidant Activities
- Marine Sponges and Natural Products
- Carbohydrate Chemistry and Synthesis
- Genomics and Phylogenetic Studies
- Infant Nutrition and Health
- Glycosylation and Glycoproteins Research
- Digestive system and related health
- Bacterial biofilms and quorum sensing
- Synthesis and Catalytic Reactions
- X-ray Diffraction in Crystallography
- Crystallization and Solubility Studies
- Biological Activity of Diterpenoids and Biflavonoids
- Phytochemistry and Bioactivity Studies
- Alkaloids: synthesis and pharmacology
- Plant-derived Lignans Synthesis and Bioactivity
- Synthetic Organic Chemistry Methods
- Plant chemical constituents analysis
- Natural Compounds in Disease Treatment
- Synthesis of Organic Compounds
- Computational Drug Discovery Methods
- Galectins and Cancer Biology
University of Copenhagen
2019-2024
Helmholtz Centre for Infection Research
2017-2022
Helmholtz Institute for Pharmaceutical Research Saarland
2017-2022
Saarland University
2017-2022
German Center for Infection Research
2018-2022
Technical University of Denmark
2011-2018
During a global research expedition, more than five hundred marine bacterial strains capable of inhibiting the growth pathogenic bacteria were collected. The purpose present study was to determine if these are also source compounds that interfere with agr quorum sensing system controls virulence gene expression in Staphylococcus aureus. Using reporter fusion bioassay, we recorded interference as enhanced spa, encoding Protein A, concomitantly reduced hla, α-hemolysin, and rnaIII RNAIII,...
This paper describes the discovery of novel α-L-fucosidases and evaluation their potential to catalyse transglycosylation reaction leading production fucosylated human milk oligosaccharides. Seven α-L-fucosidase-encoding genes were identified by functional screening a soil-derived metagenome library expressed in E. coli as recombinant 6xHis-tagged proteins. All seven fucosidases belong glycosyl hydrolase family 29 (GH 29). Six substrate-inhibited, moderately thermostable most hydrolytically...
Thioviridamide is a structurally unique ribosomally synthesized and post-translationally modified peptide that contains several thioamide bonds active against number of cancer cell lines. In the search for naturally occurring thioviridamide analogs, we employed genome mining led to identification related gene clusters. Chemical screening followed by cultivation isolation yielded thioholgamides A B, two new additions family with amino acid substitutions, different N-capping moiety, one less...
The diterpenoid triepoxides triptolide and triptonide from Tripterygium wilfordii (thunder god wine) exhibit unique bioactivities with potential uses in disease treatment as a non-hormonal male contraceptives. Here, we show that cytochrome P450s (CYPs) the CYP71BE subfamily catalyze an unprecedented 18(4→3) methyl shift required for biosynthesis of abeo-abietane core structure present several other plant diterpenoids. In combination two CYPs CYP82D subfamily, four T. are shown to constitute...
During our search for new natural products from the marine environment, we discovered a wide range of cyclic peptides Photobacterium, closely related to P. halotolerans. The chemical fingerprint bacterium showed primarily non-ribosomal peptide synthetase (NRPS)-like compounds, including known pyrrothine antibiotic holomycin and peptides, diketopiperazines cyclodepsipeptides 500–900 Da. Purification components pellet fraction led isolation structure elucidation four cyclodepsipeptides,...
Eremophila R.Br. (Scrophulariaceae) is a diverse genus of plants with species distributed across semi-arid and arid Australia. It an ecologically important that also holds cultural significance for many Indigenous Australians who traditionally use several as sources medicines. Structurally unusual diterpenoids, particularly serrulatane viscidane-types, feature prominently in the chemical profile recent studies indicate these compounds are responsible much reported bioactivity. We have...
Thirteen previously undescribed chromene meroterpenoids, capitachromenic acids A-M (3-6, 7a, 7b, 8a, 8b, 9a, 9b, 10a, 10b, and 11b), were identified from an ethyl acetate extract of Rhododendron capitatum, using dual high-resolution α-glucosidase PTP1B inhibition profiling in combination with HPLC-PDA-HRMS-SPE-NMR. In addition, one known meroterpenoid, daurichromenic acid (15), its biosynthetic precursor, grifolic (12), two C-methylated flavanones, (2S)-5,7,4'-trihydroxy-8-methylflavanone...
Lupins are high-protein crops that rapidly gaining interest as hardy alternatives to soybean; however, they accumulate antinutritional alkaloids of the quinolizidine type (QAs). Lupin domestication was enabled by discovery genetic loci conferring low QA levels (sweetness), but precise identity underlying genes remains uncertain. We show pauper , most common sweet locus in white lupin, encodes an acetyltransferase (AT) unexpectedly involved early pathway. In plants, a single-nucleotide...
To counteract pathogenic microorganisms, plants execute a complex resistance response that includes major metabolic reprogramming and production of bioactive defensive compounds. Barley (Hordeum vulgare) is cereal crop, but suffers significant yield losses due to pathogen attack every year. Here we use an untargeted metabolomic approach assess the diversity shifts in key barley metabolites produced Pyrenophora teres f. infection, hemibiotrophic fungal causal agent net blotch disease....
Discovery of sustainable and benign-by-design drugs to combat emerging health pandemics calls for new analytical technologies explore the chemical pharmacological properties Nature's unique space. Here, we present a technology workflow, polypharmacology-labeled molecular networking (PLMN), where merged positive negative ionization tandem mass spectrometry-based is linked with data from polypharmacological high-resolution inhibition profiling easy fast identification individual bioactive...
In the search for new secondary metabolites from myxobacteria, a strain genus Pyxidicoccus was investigated. This led to identification of class natural products showing structural novelty and interesting biological activity. Isolation structure elucidation two analogues pyxipyrrolone A B, harboring novel 3-methylene-2,3,4,5,6,7,8,9-octahydro-1H-benzo[e]isoindol-1-one scaffold. Mosher's ester analysis combined with NMR studies allowed determination all stereocenters but one. Genome...
Abstract Soil‐living microbes are an important resource for the discovery of new natural products featuring great structural diversity that reflective underlying biosynthetic pathways as well incorporating a wide range intriguing small‐molecule building blocks. We report here full elucidation, total synthesis, and biosynthesis chloromyxamides, class tetrapeptides display unprecedented 6‐chloromethyl‐5‐methoxypipecolic acid (CMPA) substructure. Chemical synthesis—including approach to access...
Crude ethyl acetate extract of Gerbera piloselloides (L.) Cass. was investigated by dual high-resolution PTP1B/α-glucosidase inhibition profiling and LC-PDA-HRMS. This indicated the presence a series unprecedented prenyl- geranyl-substituted coumarin derivatives correlated with both α-glucosidase PTP1B inhibitory activity. Repeated chromatographic separation targeting these compounds led to isolation 13 new compounds, which ten could be isolated as enantiomers after chiral separation. The...
Extracts of Eremophila phyllopoda subsp. showed α-glucosidase and PTP1B inhibitory activity with IC50 values 19.6 13.6 μg/mL, respectively. High-resolution α-glucosidase/PTP1B/radical scavenging profiling was performed to establish a triple high-resolution inhibition profile that allowed direct pinpointing the constituents responsible for one or more observed bioactivities. Subsequent targeted isolation purification by analytical-scale HPLC led identification 21 previously undescribed...
Eremophila (Scrophulariaceae) is a genus of Australian desert plants, which have been used by Aboriginal people for various medicinal purposes. Crude extracts the leaf resin glabra (R.Br.) Ostenf. showed α-glucosidase and protein tyrosine phosphatase 1B (PTP1B) inhibitory activity with IC50 values 19.3 ± 1.2 μg/mL 11.8 2.1 μg/mL, respectively. Dual α-glucosidase/PTP1B high-resolution inhibition profiling combined HPLC-PDA-HRMS NMR were to isolate identify compounds providing these...
Marine myxobacteria present a virtually unexploited reservoir for the discovery of natural products with diverse biological functions and novel chemical scaffolds. We report here isolation structure elucidation eight new deoxyenhygrolides (1-8) from marine myxobacterium Plesiocystis pacifica DSM 14875T. The herein described C-J feature butenolide core an ethyl residue at C-3 γ-lactone in contrast to previously derivatives, A B, which isobutyl this position. is 2,4-substituted benzyl (1, 2...
Crude extract of Eremophila spathulata leaves was investigated by semi-preparative scale high-performance liquid chromatography (HPLC), analytical HPLC, and hyphenated chromatography-photodiode array-high-resolution mass spectrometry-nuclear magnetic resonance (HPLC-PDA-HRMS-SPE-NMR), which afforded seven previously unreported caryophyllane sesquiterpenoids. Semi-preparative separation the crude (1R*,4R*,9S*,E)-8-formyl-11,11-dimethylbicyclo[7.2.0]undec-7-ene-4-carboxylic acid (5)...
Serrulatanes constitute a class of unique diterpenoids derived from all-Z nerylneryl diphosphate rather than the conventional all-E diterpenoid precursor geranylgeranyl and thus provide an intriguing expansion chemical space plant specialized metabolites. Plants Australian Eremophila genus are rich sources structurally diverse serrulatanes. Here, we report identification 15 hitherto undescribed serrulatanes (eremoculatanes A–N), together with 16 previously reported compounds, EtOAc extract...
Abstract Auf der Suche nach neuen Sekundärmetaboliten wurde ein Stamm des Genus Pyxidicoccus untersucht. Es gelang die Identifizierung und Strukturaufklärung einer strukturell neuartigen Naturstoffklasse mit interessanter Bioaktivität. Isolation führte zu zwei Naturstoffen, Pyxipyrrolon A B, eine neuartige 3‐Methylen‐2,3,4,5,6,7,8,9‐octahydro‐1H‐benzo[e]isoindol‐1‐on Einheit enthalten. Kombinationen aus Moshers Methode NMR‐Experimenten wurden genutzt, um Konfiguration aller Stereozentren bis...