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doi:10.22028/D291-44556
Titel: | Three New Stigmatellin Derivatives Reveal Biosynthetic Insights of Its Side Chain Decoration |
VerfasserIn: | Okoth, Dorothy A. Hug, Joachim J. Garcia, Ronald Müller, Rolf |
Sprache: | Englisch |
Titel: | Molecules : a journal of synthetic chemistry and natural product chemistry |
Bandnummer: | 27 |
Heft: | 14 |
Verlag/Plattform: | MDPI |
Erscheinungsjahr: | 2022 |
DDC-Sachgruppe: | 500 Naturwissenschaften |
Dokumenttyp: | Journalartikel / Zeitschriftenartikel |
Abstract: | Myxobacteria generate natural products with unique chemical structures, which not only feature remarkable biological functions, but also demonstrate unprecedented biosynthetic assembly strategies. The stigmatellins have been previously described as potent inhibitors of the mitochondrial and photosynthetic respiratory chain and originate from an unusual polyketide synthase assembly line. While previous biosynthetic investigations were focused on the formation of the 5,7-dimethoxy-8-hydroxychromone ring, side chain decoration of the hydrophobic alkenyl chain in position 2 was investigated less thoroughly. We report here the full structure elucidation, as well as cytotoxic and antimicrobial activities of three new stigmatellins isolated from the myxobacterium Vitiosangium cumulatum MCy10943T with side chain decorations distinct from previously characterized members of this compound family. The hydrophobic alkenyl chain in position 2 of the herein described stigmatellins feature a terminal carboxylic acid group (1), a methoxy group at C-12' (2) or a vicinal diol (3). These findings provide further implications considering the side chain decoration of these aromatic myxobacterial polyketides and their underlying biosynthesis. |
DOI der Erstveröffentlichung: | 10.3390/molecules27144656 |
URL der Erstveröffentlichung: | https://www.mdpi.com/1420-3049/27/14/4656 |
Link zu diesem Datensatz: | urn:nbn:de:bsz:291--ds-445563 hdl:20.500.11880/39753 http://dx.doi.org/10.22028/D291-44556 |
ISSN: | 1420-3049 |
Datum des Eintrags: | 5-Mär-2025 |
Fakultät: | NT - Naturwissenschaftlich- Technische Fakultät |
Fachrichtung: | NT - Pharmazie |
Professur: | NT - Prof. Dr. Rolf Müller |
Sammlung: | SciDok - Der Wissenschaftsserver der Universität des Saarlandes |
Dateien zu diesem Datensatz:
Datei | Beschreibung | Größe | Format | |
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molecules-27-04656-v2.pdf | 2,19 MB | Adobe PDF | Öffnen/Anzeigen |
Diese Ressource wurde unter folgender Copyright-Bestimmung veröffentlicht: Lizenz von Creative Commons