Preprint Article Version 1 Preserved in Portico This version is not peer-reviewed

Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography

Version 1 : Received: 1 September 2019 / Approved: 2 September 2019 / Online: 2 September 2019 (11:20:28 CEST)

How to cite: Wu, H.; Liu, J.; Duan, N.; Han, R.; Zhang, X.; Leng, X.; Liu, W.; Han, L.; Li, X.; Xing, S.; Zhang, Y.; Zhou, M. Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. Preprints 2019, 2019090024. https://doi.org/10.20944/preprints201909.0024.v1 Wu, H.; Liu, J.; Duan, N.; Han, R.; Zhang, X.; Leng, X.; Liu, W.; Han, L.; Li, X.; Xing, S.; Zhang, Y.; Zhou, M. Isolation and Purification of an Antibiotic Polyketide JBIR-99 from the Marine Fungus Meyerozyma guilliermondii by High-Speed Counter-Current Chromatography. Preprints 2019, 2019090024. https://doi.org/10.20944/preprints201909.0024.v1

Abstract

JBIR-99 is a secondary metabolite of marine fungi that has been shown to possess 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. 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.

Keywords

JBIR-99; high-speed counter-current chromatography; polyketide; NMR spectroscopy; mass spectroscopy; X-ray crystallography; Meyerozyma guilliermondii

Subject

Chemistry and Materials Science, Medicinal Chemistry

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