无花果内生菌Alternaria sp.QDFB-2发酵液的聚酮类化学成分研究  

Polyketide compounds in the liquid culture of endophyte Alternaria sp.QDFB-2 from Ficus carica L.

作　　者：孙丽 王莎莎 陈春颖 赵雪 王凤舞[3] 申丽 SUN Li;WANG Shasha;CHEN Chunying;ZHAO Xue;WANG Fengwu;SHEN Li(Medical College of Yangzhou University,Yangzhou,Jiangsu,225001;Jiangsu Key Laboratory of Integrated Traditional Chinese and Western Medicine for Prevention and Treatment of Senile Diseases,Yangzhou,Jiangsu,225001;College of Food Science and Engineering of Qingdao Agricultural University,Qingdao,Shandong,266109)

机构地区：[1]扬州大学医学院,江苏扬州225001 [2]江苏省中西医结合老年病防治重点实验室,江苏扬州225001 [3]青岛农业大学食品科学与工程学院,山东青岛266109

出　　处：《实用临床医药杂志》2023年第15期93-97,103,共6页Journal of Clinical Medicine in Practice

基　　金：山东省自然科学基金面上项目(ZR2020MB101);江苏省大学生创新创业训练计划项目(202111117071Y);扬州大学大学生科技创新基金项目(X20210760)。

摘　　要：目的研究无花果内生菌Alternaria sp.QDFB-2发酵液的聚酮类化学成分及其体外细胞毒活性。方法综合采用硅胶柱、Sephadex LH-20凝胶柱、ODS反相柱和高效液相色谱法等方法对Alternaria sp.QDFB-2发酵液的化学成分进行分离纯化,再利用核磁共振谱(NMR)、高分辨质谱(HR-MS)等现代波谱技术和文献比对方法鉴定化合物结构,最后采用四甲基偶氮唑蓝(MTT)法测定化合物的体外细胞毒活性。结果从Alternaria sp.QDFB-2发酵液乙酸乙酯粗浸膏中共分离得到7个聚酮类化合物,分别为7-hydroxy-2,5-dimethyl-4H-1-benzopyran-4-one(1)、1-deoxyrubralactone(2)、alternariol-9-O-monomethyl ether(3)、alternariol(4)、altenuisol(5)、stemphyperylenol(6)和altertoxinⅠ(7)。体外细胞毒活性测定结果表明,化合物4对人宫颈癌细胞株HeLa和人肝癌细胞株SMMC-7721具有显著的增殖抑制活性,半抑制浓度(IC50)分别为13.43和50.47μg/mL。结论Alternaria sp.QDFB-2能产生丰富的聚酮类化合物,极具开发微生物药物的研究价值。Objective To investigate the polyketide compounds in the liquid culture of endophyte Alternaria sp.QDFB-2 from Ficus carica L.and evaluate their in vitro cytotoxicity.Methods The chemical constituents in the fermentation broth of Alternaria sp.QDFB-2 were fractionated and purified through multiple chromatographic methods such as silica gel column,Sephadex LH-20 gel column,ODS reserved phase columnand high performance liquid chromatography.Then,structures of obtained compounds were determined by modern spectroscopy methods including nuclear magnetic resonance(NMR)and high resolution mass spectrometry(HR-MS)and comparison with literature.Finally,the cytotoxicity of these compounds was evaluated by Methyl Thiazolyl Tetrazolium(MTT)method.Results Seven polyketide compounds were obtained from the crude extract of liquid culturefrom Alternaria sp.QDFB-2 and identified as 7-hydroxy-2,5-dimethyl-4 H-1-benzopyran-4-one(1),1-deoxyrubralactone(2),alternariol-9-O-monomethyl ether(3),alternariol(4),altenuisol(5),stemphyperylenol(6)and altertoxinⅠ(7),respectively.The in vitro cytotoxicity assay showed that compound 4 had significant inhibition activity against human cervical carcinoma cell line HeLa and human hepatocellular carcinoma cell line SMMC-7721,with half-maximal inhibitory concentration(IC 50)values of 13.43 and 50.47μg/mL,respectively.Conclusion Alternaria sp.QDFB-2 could produce abundant polyketide compounds,which is worthy of further research in developing drugs from microorganism.

关 键 词：无花果 内生菌 Alternaria sp. 次生代谢产物 聚酮类化合物 细胞毒活性 

分 类 号：O629[理学—有机化学] R284.2[理学—化学]