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药学学报  2014 

八角莲内生真菌penicilliumsp.的杂萜和丁内酯类化学成分研究

, PP. 913-920

Keywords: 杂萜,内生真菌,青霉属,异伯克二烯内酯,八角莲

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Abstract:

从八角莲内生真菌penicilliumsp.的静息发酵培养物中获得12个化合物,主要包括7个杂萜类化合物。通过现代波谱学鉴定技术分别鉴定为11β-acetoxyisoaustinone(1)、isoberkedienolactone(2)、austin(3)、austinolide(4)、dehydroaustinol(5)、dehydroaustin(6)、chrodrimanina(7)、chrodrimaninb(8)、o-methylmellein(9)、3-(propan-2-ylidene)-pyrrolidine-2,5-dione(10)、(e)-3-[2,5-dioxo-3-(propan-2-ylidene)-pyrrolidin-1-yl]acrylicacid(11)和n-(4-hydroxy-2-methoxyphenyl)-acetamide(12)。杂萜化合物1和丁内酯类化合物2为新化合物。运用gaussian09进行量子化学方法计算化合物2的ecd光谱(tddft/b3lyp/aug-cc-pvdz基组水平),与其ecd实验值曲线具有极佳的拟合,确定了化合物2的绝对立体构型。研究发现,来源于4个或5个乙酰单元的聚酮前体的杂萜类化合物(1,3~8)可以同时存在于同一株野生型青霉属真菌中。同时,化合物经体外细胞毒活性测试,对hct-116、hepg2、bgc-823、nci-h1650和a2780五种细胞系均显示出较弱的生物活性,ic50值大于10μmol·l-1。

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