Anti-cancer and antibacterial trioxacarcins with high anti-malaria activity from a marine streptomycete and their absolute stereochemistry
Open accessAbstract
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
- bronze
- doi.org
- 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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