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

Wu, Bin, Wiese, Jutta, Labes, Antje, Kramer, Annemarie, Schmaljohann, Rolf and Imhoff, Johannes F. (2015) Lindgomycin, an Unusual Antibiotic Polyketide from a Marine Fungus of the Lindgomycetaceae Marine Drugs, 13 (8). pp. 4617-4632. DOI 10.3390/md13084617.

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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.

Document Type: Article
Additional Information: In Pangaea wird hinterlegt: Spektren : K504Lutz_2174 (MeOD) (April 2012) ; K510Lutz_4429 (Aceton-d6) ; (Okt. 2012) (This article belongs to the Special Issue Bioactive Compounds from Marine Fungi) WOS:000360625700003
Keywords: MRSA; antibiotic; lindgomycin; marine fungi; marine natural products
Research affiliation: OceanRep > The Future Ocean - Cluster of Excellence
OceanRep > GEOMAR > FB3 Marine Ecology > FB3-MI Marine Microbiology
Refereed: Yes
DOI etc.: 10.3390/md13084617
ISSN: 1660-3397
Projects: Future Ocean
Date Deposited: 07 Sep 2015 09:11
Last Modified: 19 Dec 2017 12:51

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