TY - JOUR KW - MRSA KW - antibiotic KW - lindgomycin KW - marine fungi KW - marine natural products AU - Bin Wu AU - Jutta Wiese AU - Antje Labes AU - Annemarie Kramer AU - Rolf Schmaljohann AU - Johannes Imhoff AB -

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 ($\pm$0.2) ?M and 3.2 ($\pm$0.4) \ensuremath\muM, respectively, against methicillin-resistant Staphylococcus aureus.

BT - Marine Drugs M1 - 8 N1 - In Pangaea wird hinterlegt: Spektren : K504Lutz\_2174 (MeOD) (April 2012) ; K510Lutz\_4429 (Aceton-d6) ; (Okt. 2012) WOS:000360625700003 N2 -

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 ($\pm$0.2) ?M and 3.2 ($\pm$0.4) \ensuremath\muM, respectively, against methicillin-resistant Staphylococcus aureus.

PY - 2015 SP - 4617 EP - 4632 T2 - Marine Drugs TI - Lindgomycin, an Unusual Antibiotic Polyketide from a Marine Fungus of the Lindgomycetaceae UR - http://oceanrep.geomar.de/29518/ VL - 13 ER -