Synthesis of the monomeric counterpart of Marinomycin A and B

The synthesis of polyketide natural products has been a captivating pursuit in organic chemistry, with a particular focus on selectively introducing 1,3-polyol units. Among these natural products, Marinomycins A-D have garnered substantial interest due to their exceptional structural features and po...

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Veröffentlicht in:Organic & biomolecular chemistry 2024-06, Vol.22 (25), p.5127-5133
Hauptverfasser: Ballaschk, Frederic, Bensberg, Kathrin, Crone, Benedikt, Kirsch, Stefan F, Menz, Helge
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Sprache:eng
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Zusammenfassung:The synthesis of polyketide natural products has been a captivating pursuit in organic chemistry, with a particular focus on selectively introducing 1,3-polyol units. Among these natural products, Marinomycins A-D have garnered substantial interest due to their exceptional structural features and potent cytotoxicity. In this paper, we present a novel approach for synthesising the monomeric counterparts of Marinomycin A and B. Our method employs a previously established iterative cycle in conjunction with a standardised polyketide building block. Through this strategy, we showcase a promising pathway towards total and partial syntheses of these intriguing natural products. We demonstrate a highly convergent approach using one monomer that could access both Marinomycin A and B, complex polyketides with antibiotic activity.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d4ob00742e