海洋真菌Aspergillus fumigatus YK-7次级代谢产物的研究

Secondary Metabolites from the Marine-Derived Fungus Aspergillus fumigatusYK-7

对一株海洋真菌Aspergillus fumigatus YK-7的次级代谢产物进行了分离纯化、结构鉴定和抗肿瘤活性测定。利用硅胶柱色谱、ODS柱色谱、凝胶柱色谱、高效液相色谱等方法从该菌株发酵液的乙酸乙酯萃取物和菌丝体的丙酮提取物中分离得到10个化合物。通过核磁与质谱数据分析结合理化常数鉴定化合物的结构,分别为:5α,8α-过氧-(22E,22R)-麦角甾-6,22-二烯-3β-醇(Ⅰ)、(22E,24R)-麦角甾-8,22-二烯-3β,5α,6β,7α-四醇(Ⅱ)、环(脯-色)二肽(Ⅲ)、环(苯丙-丝)二肽(Ⅳ)、4,8-二羟基-α-四氢萘酮(Ⅴ)、苔黑酚(Ⅵ)、苔黑酚羧酸(Ⅶ)、原儿茶酸(Ⅷ)、2-acetylamino-3,5,14-trihydroxyicos-6-en-4-olide(Ⅸ)、1-单亚油酸甘油酯(Ⅹ)。其中,化合物Ⅸ为新天然产物,化合物Ⅱ、Ⅶ、Ⅷ、Ⅹ从曲霉属真菌中首次分离得到,化合物Ⅳ、Ⅵ从该种真菌中首次分离得到。化合物Ⅳ、Ⅴ、Ⅸ对选定的人肿瘤细胞具有一定的体外抗增殖活性。

We investigated the separation and purification,structure identification,antitumor activity of secondary metabolites from marine-derived fungus Aspergillus fumigatus YK-7.Moreover,we obtained ten compounds from the fermentation broth and mycelium of marine-derived fungus Aspergillus fumigatus YK-7 by using silica gel,ODS,Sephadex LH-20 column chromatography and HPLC.On the basis of nuclear magnetic resonance,mass spectroscopic analysis and physicochemical properties,the compound structures are identified as 5α,8α-epidioxy-(22E,22R)-ergosta-6,22-diene-3β-ol(Ⅰ),(22E,24R)-ergosta-8,22-diene-3β,5α,6β,7α-tetraol(Ⅱ),cyclo(Pro-Trp)(Ⅲ),cyclo(Phe-Ser)(Ⅳ),4,8-dihydroxy-α-tetralone(Ⅴ),orcinol(Ⅵ),orsellinic acid(Ⅶ),protocatechuic acid(Ⅷ),2-acetylamino-3,5,14-trihydroxyicos-6-en-4-olide(Ⅸ),1-monolinolein(Ⅹ).CompoundⅨis a noval natural product.CompoundⅡ,Ⅶ,ⅧandⅩare isolated from the fungus of Aspergillus for the first time.CompoundⅣandⅥare isolated from Aspergillus fumigatus for the first time.CompoundⅣ,ⅤandⅨexhibit weak antiproliferative activity against selected cancer cell lines in vitro.