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Mar. Drugs 2015, 13(8), 4617-4632;

Lindgomycin, an Unusual Antibiotic Polyketide from a Marine Fungus of the Lindgomycetaceae

GEOMAR Helmholtz Centre for Ocean Research Kiel, 24105 Kiel, Germany
Ocean College, Zhejiang University, Hangzhou 310058, China
Author to whom correspondence should be addressed.
Academic Editor: Vassilios Roussis
Received: 11 June 2015 / Revised: 11 July 2015 / Accepted: 16 July 2015 / Published: 27 July 2015
(This article belongs to the Special Issue Bioactive Compounds from Marine Fungi)
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An unusual polyketide with a new carbon skeleton, lindgomycin (1), and the recently described ascosetin (2) were extracted from mycelia and culture broth of different Lindgomycetaceae strains, which were isolated from a sponge of the Kiel Fjord in the Baltic Sea (Germany) and from the Antarctic. Their structures were established by spectroscopic means. In the new polyketide, two distinct domains, a bicyclic hydrocarbon and a tetramic acid, are connected by a bridging carbonyl. The tetramic acid substructure of compound 1 was proved to possess a unique 5-benzylpyrrolidine-2,4-dione unit. The combination of 5-benzylpyrrolidine-2,4-dione of compound 1 in its tetramic acid half and 3-methylbut-3-enoic acid pendant in its decalin half allow the assignment of a new carbon skeleton. The new compound 1 and ascosetin showed antibiotic activities with IC50 value of 5.1 (±0.2) µM and 3.2 (±0.4) μM, respectively, against methicillin-resistant Staphylococcus aureus. View Full-Text
Keywords: marine fungi; lindgomycin; antibiotic; MRSA; marine natural products marine fungi; lindgomycin; antibiotic; MRSA; marine natural products

Figure 1

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Wu, B.; Wiese, J.; Labes, A.; Kramer, A.; Schmaljohann, R.; Imhoff, J.F. Lindgomycin, an Unusual Antibiotic Polyketide from a Marine Fungus of the Lindgomycetaceae. Mar. Drugs 2015, 13, 4617-4632.

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