1株红树内生真菌Penicillium sp.JY246次级代谢产物及其活性研究

Study on bioactive secondary metabolites from a mangrove-derived fungus Penicillium sp.JY246

目的研究1株红树角果木来源内生真菌Penicillium sp. JY246的次级代谢产物及其生物活性。方法利用硅胶柱层析、Sephadex LH-20凝胶柱层析、半制备HPLC等方法,对该菌发酵产物的乙酸乙酯浸膏进行分离纯化;利用NMR、MS等波谱解析方法以及与文献数据对照,鉴定化合物的结构;通过抗菌和抗虫活性模型对化合物的生物活性进行评价。结果从内生真菌Penicillium sp. JY246中分离得到12个化合物,分别为7-hydroxy-2-(2-hydroxypropyl)-5-methylchromone (1),(2′S)-2-(propan-2′-ol)-5-hydroxy-benzopyran-4-one (2),2,3-dihydro-5-hydroxy-2(S)-methyl-4H-1-benzopyran-4-one (3),(11S)-diaprothin (4),questin (5),4-hydroxy-3-prenylbenzoic acid (6),4-methoxy-6-styryl-pyran-2-one (7),(R) 4-hydroxy-2-oxo-1-pyrrolidineacetamide (8),p-hydroxy-benzaldehyde (9),4-hydroxyacetophenone (10),apocynin (11)和1-(2,6-dihydroxyphenyl) ethan-1-one (12)。结论从内生真菌Penicillium sp. JY246的次级代谢产物中分离得到12个单体化合物,并对所有化合物进行抗菌和抗虫活性测试。结果表明,化合物1、2、4和5显示抗细菌活性;化合物4、5和8对棉铃虫幼虫显示了生长抑制活性。

Objective To investigate the secondary metabolites and their bioactivities of the mangrove-derived fungus Penicillium sp.JY246 obtained from the mangrove plant Ceriops tagal.Methods The column chromatography on silica gel,Sephadex LH-20,and semi-preparative HPLC were used to isolate and purify the compounds from the EtOAc fermentation broth of Penicillium sp.JY246.Their structures were elucidated by extensive NMR and MS spectroscopic data,and by comparison with the data of literature.The antibacterial and insecticidal activities of the isolates were also evaluated.Results Twelve compounds were isolated from Penicillium sp.JY246,and their structures were identified as 7-hydroxy-2-(2-hydroxypropyl)-5-methylchromone(1),(2′S)-2-(propan-2′-ol)-5-hydroxy-benzopyran-4-one(2),2,3-dihydro-5-hydroxy-2(S)-methyl-4 H-1-benzopyran-4-one(3),(11S)-diaprothin(4),questin(5),4-hydroxy-3-prenylbenzoic acid(6),4-methoxy-6-styryl-pyran-2-one(7),(R)4-hydroxy-2-oxo-1-pyrrolidineacetamide(8),p-hydroxy-benzaldehyde(9),4-hydroxyacetophenone(10),apocynin(11)and 1-(2,6-dihydroxyphenyl)ethan-1-one(12).Conclusion Twelve compounds were isolated from the culture extract of Penicillium sp.JY246.In the bioassay,compounds 1,2,4,and 5 showed antibacterial activity,while 4,5 and 8 displayed their growth inhibition activities against newly hatched larvae of Helicoverpa armigera Hubner.