钩藤内生真菌Hypoxylon sp.HD-2014化学成分研究

Secondary metabolites of endophyte Hypoxylon sp.HD-2014 from Uncaria rhynchophylla

为了研究钩藤内生真菌Hypoxylon sp.HD-2014大米发酵的次级代谢产物,采用正相硅胶、MCI、Sephadex LH-20凝胶、半制备HPLC等色谱技术从该菌株的发酵产物中分离得到了12个化合物,经多种波谱数据分析和文献比对,分别鉴定为methyl (E)-5-hydroxymethyl-6,7-dihydroxy-4,5-epoxy-octanoate-2-ene (1)、(2E,6E)-nona-2,6,8-triene-4,5-diol (2)、8-O-(R)-methoxynodulisporin A (3)、3-硝基丙酸(4)、3-硝基丙酸甲酯(5)、3,4-二羟基苯乙醇(6)、2,4-二氯苯甲酸(7)、cis-4-hydroxyscytalone (8)、4,6,8-trihydroxy-3,4-dihydronaphthalen-1(2H)-one (9)、isosclerone (10)、4H-1-benzopyran-4-one-2,3-dihydro-5-hydroxy-8-(hydroxyl-methyl)-2-methy (11)、5-methylmellein (12),其中化合物1和2为新化合物。体外细胞毒活性结果显示化合物1~12在A549与HepG2细胞上均无显著的抑制活性。联合药敏抗菌实验结果显示,化合物3与阳性对照氯霉素有相加作用。

This study aims to investigate the compounds in the product of rice fermented with endophyte Hypoxylon sp.HD-2014 from Uncaria rhynchophylla.To be specific, normal-phase, MCI, Sephadex LH-20, and semi-preparative high performance liquid chromatography(HPLC) was used to yield 12 compounds.Through spectral data analysis and comparison with previous reports, they were identified as methyl(E)-5-hydroxymethyl-6,7-dihydroxy-4,5-epoxy-octanoate-2-ene(1),(2E,6E)-nona-2,6,8-triene-4,5-diol(2), 8-O-(R)-methoxynodulisporin A(3), 3-nitropropionic acid(4), 3-nitropropionic acid methyl ester(5), 3,4-dihydroxy-phenylethanol(6), 2,4-dichlorobenzoic acid(7), cis-4-hydroxyscytalone(8), 4,6,8-trihydroxy-3,4-dihydronaphthalen-1(2H)-one(9), isosclerone(10), 4H-1-benzopyran-4-one-2,3-dihydro-5-hydroxy-8-(hydroxyl-methyl)-2-methy(11), and 5-methylmellein(12), respectively.Compounds 1 and 2 were identified for the first time.In vitro cytotoxicity test indicated that compounds 1-12 had no significant inhibitory effect on A549 and HepG2 cells.Antimicrobial susceptibility testing revealed that compound 3 showed synergistic effect with the positive control chloramphenicol.