海洋红树林植物黄槿内生真菌Aspergillus sydowii EN-198化学成分研究

Chemical constituents of Aspergillus sydowii EN-198, an endophytic fungus derived from the marine-mangrove plant Hibiscus tiliaceus

对采自海南东寨港的海洋红树林植物黄瑾(Hibiscus tiliaceus)叶中分离到的一株内生真菌Aspergillus sydowii EN-198的次生代谢产物进行了研究。利用正相与反相硅胶柱层析、葡聚糖凝胶Sephadex LH-20柱层析以及制备薄层层析(PTLC)等分离手段从其发酵液中分离得到14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:环-(S-脯氨酸-S-苯丙氨酸)(1),环-(S-脯氨酸-S-亮氨酸)(2),环-(S-苯丙氨酸-S-色氨酸)(3),(1S)-1-(4′-间羟基苯甲酸)-1,1,5,5-二甲基己二醇(4),曲酸(5),N-[2-(4-吲哚)乙基]乙酰胺(6),N-[2-(4-对羟基苯酚)乙基]乙酰胺(7),胸腺嘧啶脱氧核苷(8),尿嘧啶脱氧核苷(9),尿嘧啶核苷(10),过氧化麦角甾醇(11),麦角甾醇(12),(2S,2′R,3R,3′E,4E,8E)-N-(2′-羟基-3′-十六烯酰基)-9-甲基-4,8-二十碳二烯-1,3-二醇(13)以及1-O-β-D-葡萄糖基-(2S,2′R,3R,3′E,4E,8E)-N-(2′-羟基-3′-十六烯酰基)-9-甲基-4,8-二十碳二烯-1,3-二醇(14);其中化合物1和2为首次从Aspergillus sydowii中分离得到。对所有化合物测试其抑菌活性,发现化合物5与7对金黄色葡萄球菌有较好抑制活性。

Cultivation of the fungal strain Aspergillus sydowii EN-198, an endophytic fungus which was isolated from the healthy flesh leaf of marine-mangrove plant Hibiscus tiliaceus, resulted in the identification of fourteen compounds. These compounds were isolated by a combination of silica gel, Sephadex LH-20, and Lobar LiChro- prep RP-18 column chromatography as well as the preparative thin layer chromatography （PTLC）. The structures were elucidated by analysis of their spectroscopic data including MS, 1D and 2D NMR to be L,L-cyclo（phenylalanyl-prolyl） （1）, L,L-cyclo（leucyl-prolyl） （2）, L,L-cyclo（phenylalanyl-tryptophyl） （3）, Hydroxy- sydonic acid （4）, Kojic acid （5）, N-Acetyltryptamine （6）, N-[2-（4-Hydroxyphenyl）ethyl]acetamide （7）, Thymidine （8）, 2＇-Deoxyuridine （9）, Uridine （10）, （22E,24R）-5α,8α-epidioxyergosta-6,22-dien-3β-ol （11）, （22E,24R）-ergosta-5,7,22-trien-3β-ol （12）, Asperamide A （13） and B （14）. Compounds 1 and 2 were firstly reported to be isolated from Aspergillus sydowii, while 5 and 7 exhibited moderate antibacterial activity against S. aureus