3.3.1. N. nambi (PW1). Extraction of culture liquid of PW1 (2.025 L) with EtOAc (2.5 L) yielded 4.6 g of crude extract, from which 2.1 g of yellow crystals of Aurisin A (6) were obtained after crystalliza- tion from EtOAc. The filtrate was evaporated to dryness and the residue (2.5 g) was then separated over silica gel flash column chromatography (FCC), eluted with a gradient system of hex- ane:EtOAc and EtOAc:MeOH to give 5 fractions, EF1-EF5. Fraction EF1 was washed with EtOAc to give an additional amount of compound 6 (2.04 g). Fraction EF4 was separated on silica gel column chromatography (CC), eluted with an isocratic system of hexane:EtOAc:MeOH (50:45:5) to give 3 subfractions, EF4.1eEF4.3. Subfraction EF4.2 was purified by preparative TLC, using EtOA- c:hexane:MeOH (45:50:5) as eluent to give a colorless oil ofcompound 1 (11.4 mg) and 3 (6.7 mg). Fraction EF5 was separated on silica gel CC, eluted with an isocratic system of hex- ane:EtOAc:MeOH (45:50:5) to give 5 subfractions, EF5.1eEF5.5. Subfraction EF5.4 was further purified by preparative TLC, using hexane:EtOAc:MeOH (45:50:5) as eluent, to give a colorless oil of compound 4 (6.7 mg). Subfraction EF5.5 was further purified by preparative TLC, using hexane:EtOAc:MeOH (45:50:5) as eluent, to give a colorless oil of compound 2 (4.1 mg).
3.3.1. N. nambi (PW1). Extraction of culture liquid of PW1 (2.025 L) with EtOAc (2.5 L) yielded 4.6 g of crude extract, from which 2.1 g of yellow crystals of Aurisin A (6) were obtained after crystalliza- tion from EtOAc. The filtrate was evaporated to dryness and the residue (2.5 g) was then separated over silica gel flash column chromatography (FCC), eluted with a gradient system of hex- ane:EtOAc and EtOAc:MeOH to give 5 fractions, EF1-EF5. Fraction EF1 was washed with EtOAc to give an additional amount of compound 6 (2.04 g). Fraction EF4 was separated on silica gel column chromatography (CC), eluted with an isocratic system of hexane:EtOAc:MeOH (50:45:5) to give 3 subfractions, EF4.1eEF4.3. Subfraction EF4.2 was purified by preparative TLC, using EtOA- c:hexane:MeOH (45:50:5) as eluent to give a colorless oil ofcompound 1 (11.4 mg) and 3 (6.7 mg). Fraction EF5 was separated on silica gel CC, eluted with an isocratic system of hex- ane:EtOAc:MeOH (45:50:5) to give 5 subfractions, EF5.1eEF5.5. Subfraction EF5.4 was further purified by preparative TLC, using hexane:EtOAc:MeOH (45:50:5) as eluent, to give a colorless oil of compound 4 (6.7 mg). Subfraction EF5.5 was further purified by preparative TLC, using hexane:EtOAc:MeOH (45:50:5) as eluent, to give a colorless oil of compound 2 (4.1 mg).
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