GLORIA

GEOMAR Library Ocean Research Information Access

X
feed icon rss

Your email was sent successfully. Check your inbox.

An error occurred while sending the email. Please try again.

Proceed reservation?

Export
  • 1
    facet.materialart.
    Unknown
    Asperentin B, a New Inhibitor of the Protein Tyrosine Phosphatase 1B (2017)
    MDPI
    In:  Marine Drugs, 15 (6). p. 191.
    Details
    Publication Date: 2020-02-06
    Description: In the frame of studies on secondary metabolites produced by fungi from deep-sea environments we have investigated inhibitors of enzymes playing key roles in signaling cascades of biochemical pathways relevant for the treatment of diseases. Here we report on a new inhibitor of the human protein tyrosine phosphatase 1B (PTP1B), a target in the signaling pathway of insulin. A new asperentin analog is produced by an Aspergillus sydowii strain isolated from the sediment of the deep Mediterranean Sea. Asperentin B (1) contains an additional phenolic hydroxy function at C-6 and exhibits an IC50 value against PTP1B of 2 μM in vitro, which is six times stronger than the positive control, suramin. Interestingly, asperentin (2) did not show any inhibition of this enzymatic activity. Asperentin B (1) is discussed as possible therapeutic agents for type 2 diabetes and sleeping sickness.
    Type: Article , PeerReviewed
    Format: text
    Format: text
    DOI: 10.3390/md15060191
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 2
    facet.materialart.
    Unknown
    Lysoquinone-TH1, a New Polyphenolic Tridecaketide Produced by Expressing the Lysolipin Minimal PKS II in Streptomyces albus (2018)
    MDPI
    In:  Antibiotics, 7 (3). Art.Nr. 53.
    Details
    Publication Date: 2021-02-08
    Description: The structural repertoire of bioactive naphthacene quinones is expanded by engineering Streptomyces albus to express the lysolipin minimal polyketide synthase II (PKS II) genes from Streptomyces tendae Tü 4042 (llpD-F) with the corresponding cyclase genes llpCI-CIII. Fermentation of the recombinant strain revealed the two new polyaromatic tridecaketides lysoquinone-TH1 (7, identified) and TH2 (8, postulated structure) as engineered congeners of the dodecaketide lysolipin (1). The chemical structure of 7, a benzo[a]naphthacene-8,13-dione, was elucidated by NMR and HR-MS and confirmed by feeding experiments with [1,2-13C2]-labeled acetate. Lysoquinone-TH1 (7) is a pentangular polyphenol and one example of such rare extended polyaromatic systems of the benz[a]napthacene quinone type produced by the expression of a minimal PKS II in combination with cyclases in an artificial system. While the natural product lysolipin (1) has antimicrobial activity in nM-range, lysoquinone-TH1 (7) showed only minor potency as inhibitor of Gram-positive microorganisms. The bioactivity profiling of lysoquinone-TH1 (7) revealed inhibitory activity towards phosphodiesterase 4 (PDE4), an important target for the treatment in human health like asthma or chronic obstructive pulmonary disease (COPD). These results underline the availability of pentangular polyphenolic structural skeletons from biosynthetic engineering in the search of new chemical entities in drug discovery
    Type: Article , PeerReviewed
    Format: text
    Format: text
    DOI: 10.3390/antibiotics7030053
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 3
    facet.materialart.
    Unknown
    First Evidence of Dehydroabietic Acid Production by a Marine Phototrophic Gammaproteobacterium, the Purple Sulfur Bacterium Allochromatium vinosum MT86 (2018)
    MDPI
    In:  Marine Drugs, 16 (8). Art.Nr. 270.
    Details
    Publication Date: 2021-03-19
    Description: The production of secondary metabolites by a new isolate of the purple sulfur bacterium Allochromatium vinosum, which had shown antibiotic activities during a preliminary study, revealed the production of several metabolites. Growth conditions suitable for the production of one of the compounds shown in the metabolite profile were established and compound 1 was purified. The molecular formula of compound 1 (C20H28O2) was determined by high resolution mass spectra, and its chemical structure by means of spectroscopic methods. The evaluation of these data revealed that the structure of the compound was identical to dehydroabietic acid, a compound known to be characteristically produced by conifer trees, but so far not known from bacteria, except cyanobacteria. The purified substance showed weak antibiotic activities against Bacillus subtilis and Staphylococcus lentus with IC50 values of 70.5 µM (±2.9) and 57.0 µM (±3.3), respectively.
    Type: Article , PeerReviewed
    Format: text
    DOI: 10.3390/md16080270
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 4
    facet.materialart.
    Unknown
    Calcaripeptides A–C, Cyclodepsipeptides from aCalcarisporiumStrain (2013)
    ACS (American Chemical Society)
    In:  Journal of Natural Products, 76 (8). pp. 1461-1467.
    Details
    Publication Date: 2019-10-17
    Description: The isolation and structure elucidation of the novel calcaripeptides A (1), B (2), and C (3) and studies on their biosynthetic origin are described. The calcaripeptides were identified from Calcarisporium sp. strain KF525, which was isolated from the German Wadden Sea. Compounds 1–3 are macrocyclic structures composed of a proline and a phenylalanine residue as well as a nonpeptidic substructure. Structure elucidation was achieved by applying one- and two-dimensional NMR spectroscopy supported by high-resolution mass spectrometry. X-ray crystallography was performed to determine the relative configuration of 1. The absolute configuration of 1 was assigned by HPLC of the amino acids after hydrolysis of the molecule and derivatization with chiral agents. Studies on the biosynthesis by feeding 13C-labeled substrates revealed that the nonpeptidic part of 1 originates from acetate and l-methionine. The involvement of a hybrid between a polyketide synthase and a nonribosomal peptide synthetase in the biosynthesis of the calcaripeptides is discussed.
    Type: Article , PeerReviewed , info:eu-repo/semantics/article
    Format: text
    Format: text
    Format: other
    Format: text
    DOI: 10.1021/np400262t
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 5
    facet.materialart.
    Unknown
    Calcarides A–E, Antibacterial Macrocyclic and Linear Polyesters from a Calcarisporium Strain (2013)
    MDPI
    In:  Marine Drugs, 11 (9). pp. 3309-3323.
    Details
    Publication Date: 2018-03-02
    Description: Bioactive compounds were detected in crude extracts of the fungus, Calcarisporium sp. KF525, which was isolated from German Wadden Sea water samples. Purification of the metabolites from the extracts yielded the five known polyesters, 15G256α, α-2, β, β-2 and π (1–5), and five new derivatives thereof, named calcarides A–E (6–10). The chemical structures of the isolated compounds were elucidated on the basis of one- and two-dimensional NMR spectroscopy supported by UV and HRESIMS data. The compounds exhibited inhibitory activities against Staphylococcus epidermidis, Xanthomonas campestris and Propionibacterium acnes. As the antibacterial activities were highly specific with regard to compound and test strain, a tight structure-activity relationship is assumed.
    Type: Article , PeerReviewed , info:eu-repo/semantics/article
    Format: text
    Format: text
    DOI: 10.3390/md11093309
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 6
    facet.materialart.
    Unknown
    Spirocyclic Drimanes from the Marine Fungus Stachybotrys sp. Strain MF347 (2014)
    MDPI
    In:  Marine Drugs, 12 (4). pp. 1924-1938.
    Details
    Publication Date: 2018-03-02
    Description: A novel spirocyclic drimane coupled by two drimane fragment building blocks 2 and a new drimane 1 were identified in mycelia and culture broth of Stachybotrys sp. MF347. Their structures were established by spectroscopic means. This is the first example of spirocyclic drimane coupled by a spirodihydrobenzofuranlactam unit and a spirodihydroisobenzofuran unit; and the connecting position being N-C instead of an N and N connecting unit. Strain MF347 produced also the known spirocyclic drimanes stachybocin A (12) and stachybocin B (11) featured by two sesquiterpene-spirobenzofuran structural units connected by a lysine residue; the known spirocyclic drimanes chartarlactam O (5); chartarlactam K (6); F1839A (7); stachybotrylactam (8); stachybotramide (9); and 2α-acetoxystachybotrylactam acetate (10); as well as ilicicolin B (13), a known sesquiterpene. The relative configuration of two known spirobenzofuranlactams (3 and 4) was determined. All compounds were subjected to biological activity tests. The spirocyclic drimane 2, 11, and 12, as well as the sesquiterpene 13, exhibited antibacterial activity against the clinically relevant methicillin-resistant Staphylococcus aureus (MRSA).
    Type: Article , PeerReviewed
    Format: text
    DOI: 10.3390/md12041924
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 7
    facet.materialart.
    Unknown
    Champacyclin, a New Cyclic Octapeptide from Streptomyces Strain C42 Isolated from the Baltic Sea (2013)
    MDPI
    In:  Marine Drugs, 11 (12). pp. 4834-4857.
    Details
    Publication Date: 2018-03-02
    Description: New isolates of Streptomyces champavatii were isolated from marine sediments of the Gotland Deep (Baltic Sea), from the Urania Basin (Eastern Mediterranean), and from the Kiel Bight (Baltic Sea). The isolates produced several oligopeptidic secondary metabolites, including the new octapeptide champacyclin (1a) present in all three strains. Herein, we report on the isolation, structure elucidation and determination of the absolute stereochemistry of this isoleucine/leucine (Ile/Leu = Xle) rich cyclic octapeptide champacyclin (1a). As 2D nuclear magnetic resonance (NMR) spectroscopy could not fully resolve the structure of (1a), additional information on sequence and configuration of stereocenters were obtained by a combination of multi stage mass spectrometry (MSn) studies, amino acid analysis, partial hydrolysis and subsequent enantiomer analytics with gas chromatography positive chmical ionization/electron impact mass spectrometry (GC-PCI/EI-MS) supported by comparison to reference dipeptides. Proof of the head-to-tail cyclization of (1a) was accomplished by solid phase peptide synthesis (SPPS) compared to an alternatively side chain cyclized derivative (2). Champacyclin (1a) is likely synthesized by a non-ribosomal peptide synthetase (NRPS), because of its high content of (d)-amino acids. The compound (1a) showed antimicrobial activity against the phytopathogen Erwinia amylovora causing the fire blight disease of certain plants.
    Type: Article , PeerReviewed
    Format: text
    DOI: 10.3390/md11124834
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 8
    facet.materialart.
    Unknown
    Two New Antibiotic Pyridones Produced by a Marine Fungus, Trichoderma sp. Strain MF106 (2014)
    MDPI
    In:  Marine Drugs, 12 (3). pp. 1208-1219.
    Details
    Publication Date: 2018-03-02
    Description: Two unusual pyridones, trichodin A (1) and trichodin B (2), together with the known compound, pyridoxatin (3), were extracted from mycelia and culture broth of the marine fungus, Trichoderma sp. strain MF106 isolated from the Greenland Seas. The structures of the new compounds were characterized as an intramolecular cyclization of a pyridine basic backbone with a phenyl group. The structure and relative configuration of the new compounds were established by spectroscopic means. The new compound 1 and the known compound 3 showed antibiotic activities against the clinically relevant microorganism, Staphylococcus epidermidis, with IC50 values of 24 μM and 4 μM, respectively.
    Type: Article , PeerReviewed
    Format: text
    DOI: 10.3390/md12031208
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 9
    facet.materialart.
    Unknown
    Nocapyrones A−D, γ-Pyrones from aNocardiopsisStrain Isolated from the Marine SpongeHalichondria panicea (2010)
    ACS (American Chemical Society)
    In:  Journal of Natural Products, 73 (8). pp. 1444-1447.
    Details
    Publication Date: 2020-10-16
    Description: Four new γ-pyrones, nocapyrones A−D (1−4), were isolated from an organic extract of the Nocardiopsis strain HB383, which was isolated from the marine sponge Halichondria panicea. These are the first γ-pyrones reported from a Nocardiopsis strain. The structures were elucidated on the basis of one- and two-dimensional NMR experiments and supported by HPLC-UV/MS and HRESIMS analyses. The biosynthesis of nocapyrone A was investigated by feeding experiments with 13C-labeled compounds. In addition, one diketopiperazine, which was only known as a synthetic compound before, was isolated. The bioactivies of 1, 2, and the diketopiperazine were evaluated in a panel of assays.
    Type: Article , PeerReviewed
    Format: text
    DOI: 10.1021/np100312f
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
  • 10
    facet.materialart.
    Unknown
    Mayamycin, a Cytotoxic Polyketide from aStreptomycesStrain Isolated from the Marine SpongeHalichondria panicea (2010)
    ACS (American Chemical Society)
    In:  Journal of Natural Products, 73 (7). pp. 1309-1312.
    Details
    Publication Date: 2019-10-17
    Description: A new benz[a]anthracene derivative called mayamycin (1) was identified in cultures of Streptomyces sp. strain HB202, which was isolated from the marine sponge Halichondria panicea and selected because of its profound antibiotic activity. The ability to produce aromatic polyketides was indicated by genetic analyses, demonstrating the presence of a type II polyketide synthase. The production of mayamycin (1) was induced by variation of the culture conditions. The structure of 1 was elucidated by HPLC-UV/MS and NMR spectroscopy. Mayamycin (1) exhibited potent cytotoxic activity against eight human cancer cell lines and showed activity against several bacteria including antibiotic-resistant strains.
    Type: Article , PeerReviewed
    Format: text
    DOI: 10.1021/np100135b
    Location Call Number Limitation Availability
    BibTip Others were also interested in ...
    OceanRep: Article in a Scientific Journal - peer-reviewed
Close ⊗
This website uses cookies and the analysis tool Matomo. More information can be found here...