香青内生真菌Metapochonia bulbillosa XQ-4的次级代谢产物研究

Secondary metabolites of endophytic fungus Metapochonia bulbillosa XQ-4 from medicinal plants Anaphalis sinica Hance

目的研究香青(Anaphalis sinica Hance)泛普可尼亚菌属内生真菌Metapochonia bulbillosa XQ-4的化学成分。方法采用大孔树脂、硅胶、ODS、Sephadex LH-20柱色谱和半制备高效液相色谱等分离方法,从香青内生真菌Metapochonia bulbillosa XQ-4的代谢产物活性部位分离单体化合物,利用理化性质和波谱技术鉴定化合物结构。初步评价化合物对两株人源性肝癌细胞系(SMMC7721和HepG2)的细胞毒活性,以及对4种常见致病菌[金黄色葡萄球菌(S.aureus)、粪肠球菌(E.faecalis)、大肠埃希菌(E.coli)以及铜绿假单胞菌(P.aeruginosa)]的抑菌活性。结果从内生真菌Metapochonia bulbillosa XQ-4固体发酵物乙酸乙酯部位分离得到8个化合物,分别鉴定为sescandelin B(1)、diorcinol(2)、cordyol E(3)、5-羟基-2,3-二甲基-7-甲氧基色原酮(4)、(-)-terpestacin(5)、对-羟基苯甲醛(6)、2,10,12-十三碳三烯-6,7-二元醇(7)、十八碳二烯酸单甘油酯(8)。活性实验结果显示化合物1、3、4、6、7和8对S.aureus和P.aeruginosa均具有抑制活性(对P.aeruginosa的MIC值均为64μg·mL^(-1),对S.aureus的MIC值分别为16、16、4、16、32、4μg·mL^(-1))。化合物8对SMMC-7721、HepG2细胞具有细胞毒活性[IC值分别为(58.01±1.62)和(53.30±2.97)μmol·L^(-1)]。结论化合物1~8均为首次从香青内生真菌Metapochonia bulbillosa XQ-4中分离得到。

Objective To determine the secondary metabolites of endophytic fungus Metapochonia bulbillosa XQ-4 from medicinal plants Anaphalis sinica Hance.Methods The compounds were isolated and purified from ethyl acetate extraction of the endophytic fungus Metapochonia bulbillosa XQ-4 from medicinal plant Anaphalis sinica Hance by macroporous resin,silica gel,ODS,Sephadex LH-20 column chromatographies and semi-preparative HPLC.The structures of these compounds were elucidated by physicochemical properties and spectral data analysis.Activities of the compounds against humanogenous hepatoma cells SMMC7721,HepG2,and four pathogenic bacteria Staphylococcus aureus(S.aureus),Enterococcus faecalis(E.faecalis),Escherichia coli(E.coli),and Pseudomonas aeruginosa(P.aeruginosa)were evaluated.Results Eight compounds were obtained and identified as sescandelin B(1),diorcinol(2),cordyol E(3),5-hydroxy-2,3-dimethyl-7-methoxychromone(4),(-)-terpestacin(5),p-hydroxybenzaldehyde(6),2,10,12-triene-6,7-diol(7),and glycerol-1-lino-leate(8).Compounds 1,3,4,6,7,and 8 exhibited moderate activities against S.aureus(with MIC values at 16,16,4,16,32,and 4μg·mL^(-1),respectively),and P.aeruginosa(with MIC values at 64μg·mL^(-1)).Compound 8 displayed moderate cytotoxic activities against SMMC-7721 and HepG2 cell lines[ICbeing(58.01±1.62)and(53.30±2.97)μmol·L^(-1),respectively].Conclusion Compounds 1-8 have been isolated from endophytic fungal Metapochonia bulbillosa XQ-4 for the first time.