Cited by 158Microbial Natural Products and BiosynthesisMarine Sponges and Natural ProductsBioactive Natural Diterpenoids Research

Anti-cancer and antibacterial trioxacarcins with high anti-malaria activity from a marine streptomycete and their absolute stereochemistry

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MASKEY, RAJENDRA P., HELMKE, ELISABETH, KAYSER, OLIVER, FIEBIG, HEINZ H., MAIER, ARMIN, BUSCHE, ANDREAS, LAATSCH, HARTMUT·2004·The Journal of Antibiotics

Abstract

The ethyl acetate extract from the Streptomyces sp. isolate B8652 delivered the trioxacarcins A to approximately C (2a to approximately 2c) and additionally three new derivatives designated as trioxacarcins D to approximately F (2d to approximately 2f). All trioxacarcins showed high anti-bacterial and some of them high anti-tumor and anti-malaria activity. The structures of the new antibiotics were derived from mass, 1D and 2D NMR spectra and confirmed by comparison of the NMR data with those of known derivatives. The absolute configuration of the trioxacarcins is deduced from the X-ray analysis of gutingimycin (2g) and from the known stereochemistry of the L-trioxacarcinoses A and B.

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Authors
MASKEY, R. P., HELMKE, E., KAYSER, O., FIEBIG, H. H., MAIER, A., BUSCHE, A., & LAATSCH, H.
Affiliations
  • University of Göttingen (DE)
  • Alfred-Wegener-Institut Helmholtz-Zentrum für Polar- und Meeresforschung (DE)
  • University of Groningen (NL)
  • Fraunhofer Institute for Interfacial Engineering and Biotechnology (DE)
Venue
The Journal of Antibiotics
Published
2004
Volume
57
Issue
12
Pages
771-779
ISSN
  • 0021-8820 (ISSN-L)
  • 1881-1469
OpenAlex
W2006848736
Cited by
158
References
0
Citations by year
2026: 3 · 2025: 4 · 2024: 4 · 2023: 10 · 2022: 12 · 2021: 15 · 2020: 12 · 2019: 16 · 2018: 9 · 2017: 6 · 2016: 9 · 2015: 11 · 2014: 11 · 2013: 4 · 2012: 5
FWCI
1.86
Type
journal article
Language
en
Open access
Locations
  • The Journal of Antibiotics (publishedVersion)
  • PubMed (publishedVersion)
  • University of Groningen research database (University of Groningen / Centre for Information Technology) (publishedVersion)
  • Helmholtz-Zentrum für Polar-und Meeresforschung (Alfred-Wegener-Institut) (submittedVersion)
  • Publikationsdatenbank der Fraunhofer-Gesellschaft (Fraunhofer-Gesellschaft) (submittedVersion)
  • Fraunhofer-Publica (Fraunhofer-Gesellschaft) (submittedVersion)
  • GRO (submittedVersion)
  • University of Groningen research database (University of Groningen / Centre for Information Technology) (submittedVersion)
Funders
  • Deutscher Akademischer Austauschdienst
  • Bundesministerium für Bildung und Forschung (03F0233A/9)
Topics
  • Health Sciences › Medicine › Pharmacology › Microbial Natural Products and Biosynthesis
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Biotechnology › Marine Sponges and Natural Products
  • Life Sciences › Biochemistry, Genetics and Molecular Biology › Molecular Biology › Bioactive Natural Diterpenoids Research
Keywords
Streptomyces, marine actinomycetes, absolute configuration, antibacterial activity, anticancer activity, natural product structure elucidation
MeSH terms
Anti-Bacterial Agents, Antimalarials, Antineoplastic Agents, Drug Screening Assays, Antitumor, Fermentation, Humans, Marine Biology, Microbial Sensitivity Tests, Magnetic Resonance Spectroscopy, Stereoisomerism, Streptomyces

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