Lindgomycin,an Unusual Antibiotic Polyketide from a Marine Fungus of the Lindgomycetaceae |
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Authors: | Bin Wu Jutta Wiese Antje Labes Annemarie Kramer Rolf Schmaljohann Johannes F Imhoff |
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Institution: | 1.GEOMAR Helmholtz Centre for Ocean Research Kiel, 24105 Kiel, Germany; E-Mails: (B.W.); (J.W.); (A.L.); (A.K.); (R.S.);2.Ocean College, Zhejiang University, Hangzhou 310058, China |
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Abstract: | 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. |
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Keywords: | marine fungi lindgomycin antibiotic MRSA marine natural products |
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