海洋红藻多管藻内生真菌EN-22的化学成分研究

Chemical constituents of EN-22,an endophytic fungus derived from the marine red alga Polysiphonia urceolata

对采自广西涠州岛近海多管藻(Polysiphonia urceolata)中分离到的一株内生真菌EN-22的次生代谢产物的化学成分进行了研究。利用正相硅胶柱层析、葡聚糖凝胶Sephadex LH-20柱层析、制备薄层层析(PTLC)以及重结晶等分离手段从该菌发酵液中分离得到15个化合物,通过一维、二维核磁共振技术、质谱技术等鉴定了所有化合物的结构,分别为:4-(4-喹啉)-4-羟基-2-丁酮(1),3-羟基-3-(2-氧丙基)吲哚-2-酮(2),3-吲哚乙醇(3),3-吲哚甲酸(4),2-羟基-3-吲哚丙酸(5),2-酮-3-吲哚乙醇(6),3,3-二吲哚-2-羟基-丙醇(7),β-咔啉(8),尿嘧啶(9),环-(S-脯氨酸-S-异亮氨酸)(10),(22E,24R)-3β,5α,9α-三羟基麦角甾-7,22-二烯-6-酮(11),(22E,24R)-5α,6α-环氧麦角甾-8,22-二烯-3β,7α-二醇(12),5α,6α-环氧-24(R)-甲基胆甾-7,22-二烯-3β-醇(13),胡萝卜苷(14),过氧化麦角甾醇(15);其中化合物1和2为新天然产物,并首次报道化合物1的碳谱数据。

From the fermentation culture of an endophytic fungus EN-22 that was derived from the marine red alga Polysiphonia urceolata, fifteen compounds were isolated by column chromatography separation on the normal phase silica gel and Sephadex LH-20, and by the preparative thin layer chromatography （PTLC） as well as by re-crystallization. Structures of all purified compounds were elucidated by analysis of their spectroscopic data including MS, 1D and 2D NMR to be 4-（4-Quinolyl）-4 hydroxy-2-butanone （1）, 3-hydroxy-3-（2-oxopropyl）indolin-2-on （2）, 2-（1H-indol-3-yl）ethanol （3）, 1H-indole-3-carboxylic acid （4）, 2-hydroxy-3-（1H-indol-3-yl） propanoic acid （5）, 2-hydroxy-1-（1H-indol-3-yl）ethanone （6）, 3,3-di（1H-indol-3-yl）propane-1,2-diol （7）, β-carbolines （8）, uracil （9）, cyclo-（S-Pro-S-Ile） （10）, （22E,24R）-3β,5α,9α-trihydroxy-ergosta-7,22-diene-6-one （11）, 22E,24R-5α,6α-epoxyergosta-8,22-dien-3β,7α-diol （12）, 5α,6α-epoxy-24（R）-methylcholesta-7,22-dien-3β-ol （13）, daucosterol（14）, and ergosterol peroxide （15）. Compounds 1 and 2 were reported as new natural products.