角果木内生真菌Cladosporium sp. JJM22次级代谢产物研究

Study on secondary metabolites of endophytic fungus Cladosporium sp. JJM22 hosted in Ceriops tagal

综合运用多种柱色谱在活性追踪的指导下对角果木内生真菌Cladosporium sp. JJM22次级代谢产物进行分离纯化,并根据化合物的理化性质以及NMR,MS数据进行结构鉴定,共分离鉴定了9个化合物,(S)-5-hydroxy-4-methylchroman-2-one (1),4-methoxynaphthalene-1,5-diol (2),8-methoxynaphthalene-1,7-diol (3),1,8-dimethoxynaphthalene (4),(2R,4S)-2,3-dihydro-2-methyl-benzopyran-4,5-diol (5),(2R,4R)-3,4-dihydro-4-methoxy-2-methyl-2H-1-benzopyran-5-ol (6), 7-O-α-D-ribosyl-2,3-dihydro-5-hydroxy-2-methyl-chromen-4-one (7),(R)-3-methoxyl-1-(2,6-dihydroxyphenyl)-butan-1-one (8)和helicascolide A (9)。化合物1为新化合物,化合物2为新天然产物。抗炎活性表明化合物2~4对LPS诱导RAW264.7细胞NO生成具有较好的抑制作用。

Nine secondary metabolites(S)-5-hydroxy-4-methylchroman-2-one(1), 4-methoxynaphthalene-1,5-diol(2), 8-methoxynaphthalene-1,7-diol(3), 1,8-dimethoxynaphthalene(4),(2R,4S)-2,3-dihydro-2-methyl-benzopyran-4,5-diol(5),(2R,4R)-3,4-dihydro-4-methoxy-2-methyl-2H-1-benzopyran-5-ol(6), 7-O-α-D-ribosyl-2,3-dihydro-5-hydroxy-2-methyl-chromen-4-one(7),(R)-3-methoxyl-1-(2,6-dihydroxyphenyl)-butan-1-one(8) and helicascolide A(9) were isolated from endophytic fungus Cladosporium sp. JJM22 by using column chromatographies of silica gel and ODS, and semi-preparative HPLC. Their structures were analyzed on the basis of spectroscopic and chemical data, especially NMR and MS. All isolated compounds were evaluated for their anti-inflammatory activities by examining the inhibitory activities on nitric oxide(NO) production induced by lipopolysaccharide in mouse macrophage RAW264.7 cells in vitro. Compounds 2-4 showed inhibitory activities.