Preparative high-speed counter-current chromatography (HSCCC) guided by high-performance liquid chromatography (HPLC)-high resolution electrospray ionization (HRESI) mass spectrometry (MS) was employed for the isolation and purification of free radical scavenging active components from methanol extracts of solid cultivated mycelia of the entomogenous fungi Paecilomyces gunnii. The two-phase solvent system used in HSCCC were n-hexane-ethyl acetate-methanol- acetic acid-water (3.5:5:3.5:0.15:5, v/v/v/v/v) for compound 1 purification and n-hexane-ethyl acetate-methanol-acetic acid-water (2.5:5:2.5:0.15:5, v/v/v/v/v) for compound 2 and 3 purification from the residue of compound 1 purification. Three new phenalenone compounds named as Paecilomycone A (20.4 mg), B (5.2 mg), and C (12.5 mg) were obtained from 100 mg of crude extracts. The purity of the three new compounds was 96.8%?95.8%?95.0%, respectively, as determined by HPLC. Their chemical structures were identified by HRMS, 1H NMR, 13C NMR and 2D NMR. At the concentration of 1.0 mg/mL, their 1,1-diphenyl-2-picryhydrazyl (DPPH) radical scavenging rates were 90.49%, 80.62% and 85.15%, respectively.   

Preparative isolation and purification of three new phenalenones Paecilomycone A-C from the entomogenous fungi Paecilomyces gunnii using high-speed counter-current chromatography

247th National Meeting (2014)

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