Abstract
JBIR-99 is a natural compound isolated from marine source which possesses strong antibiotic activity. An efficient approach using a combination of size exclusion chromatography with a Sephadex LH-20 and high-speed counter-current chromatography (HSCCC) has been successfully developed for the isolation and purification of a polyketide from the solid-state fermentation of Meyerozyma guilliermondii, a strain of marine fungus isolated from Indian Ocean. The active compound was isolated with purity >95% by HSCCC using an optimized solvent system composed of petroleum ether–ethyl acetate– 95% ethanol–water (5: 3: 5: 3, v/v/v/v) after size exclusion chromatography. This compound was successfully purified in the quantity of 68 mg from 120 mg of the crude extract. The structure of JBIR-99 was elucidated and assigned by 1D, 2D NMR spectroscopic, and positive HRESITOFMS. Moreover, the relative configuration of compound JBIR-99, displaying a quite complex multi-ring structure, is determined by X-ray crystallography for the first time. The purification method developed for JBIR-99 will facilitate the further investigation and development of this antibiotic agent as a lead compound. Furthermore, it is suggested that the combination of size exclusion chromatography and HSCCC could be more widely applied for the isolation and purification of polyketides from marine fungi.
Highlights
Polyketides are a class of secondary metabolites produced by certain living organisms
In order to remove the large amounts of pigments and other unknown compounds contained in the crude acetonitrile extract of M. guilliermondii was first subjected to size exclusion chromatography on a Sephadex LH-20 gravity column
A rapid method relying on high-speed counter-current chromatography (HSCCC) after size exclusion chromatography on Sephadex LH-20 was utilized to separate JBIR-99 from the extract of the fungus C. guilliermondii in a lossless procedure
Summary
Polyketides are a class of secondary metabolites produced by certain living organisms. SpB081112MEf2 [3], Wu et al [4] reported the isolation of this compound from the marine fungus Engyodontium album strain LF069. The compound exhibited inhibitory activity against methicillin resistant Staphylococcus aureus (MRSA) that was 10-fold stronger than chloramphenicol. It is a promising compound for further investigation. The reported isolation and purification of JBIR-99 has included multiple column chromatography steps and preparative HPLC, which is time-consuming, leads to the loss of target compound due to degradation during the long process, and is not industrially viable because of the cost of Hankui Wu et al.: lsolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus
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