对来源于珠江口沉积物的一株海洋真菌嗜松青霉(Penicillium pinophilum)SD-272的次生代谢产物,进行了化学成分分离及其生物活性研究。采用常规硅胶柱层析、凝胶Sephadex LH-20柱层析、制备薄层层析等分离手段,通过紫外、核磁共振技术、质谱技术等现代波谱学技术,从其发酵液提取物中共分离并鉴定了13个化合物,分别为:4’-demethylvermistatin(1),vermistatin(2),penisimplicissin(3),deoxyfunicone(4),5,6-epoxy-3-deoxyfunicone(5),5′-methoxy-6-methyl-biphenyl-3,4,3′-triol(6),altenusin(7),1-deoxyrubralactone(8),kojic acid(9),7-hydroxy-2-(2-hydroxypropyl)-5-methylchromone(10),dankasterone(11),4-hydroxy-2-methoxyacetanilide(12),N-(2-hydroxypropanoyl)-2-aminobenzoic acid amide(13)。这些化合物均为首次从嗜松青霉中分离得到,其中化合物11显示较好的卤虫致死活性,LD50值为39.2μmol/L。
In this paper, thirteen compounds were isolated from the zymotic fluid extract of the fungal strain Penicillium pinophilum SD-272by a combination of silica gel, Sephadex LH-20, and Lobar LiChroprep RP-18 column chromatography as well as the preparative thin layer chromatography. SD-272was isolated from sediment sample collected from the estuary of the Pearl River in South China Sea. The structures of these compounds were elucidated mainly based on the analysis of the UV, MS, 1D and 2D NMR as 4’-demethylvermistatin(1), vermistatin(2), penisimplicissin(3), deoxyfunicone(4), 5, 6-epoxy-3-deoxyfunicone(5), 5’-methoxy-6- methyl-biphenyl-3, 4, 3′-triol(6), altenusin(7), 1-deoxyrubralactone(8), kojic acid(9), 7-hydroxy-2-(2-hydroxypropyl)-5-methylchromone(10), dankasterone(11), 4-hydroxy-2-methoxyacetanilide(12), and N-(2-hydroxypropanoyl)- 2-aminobenzoic acid amide(13). All the compounds were firstly reported to be isolated from P.pinophilum. Compound 11 displayed potent brine shrimp lethality with a LD50 of 39.2 μmol/L.