海洋来源真菌Penicillium citrinum的化学成分及其活性研究

Studies on the Chemical Constituents and Activities of Marine-derived Fungus Penicillium citrinum

为研究海洋来源真菌橘青霉(Penicillium citrinum)的次生代谢产物及其活性,采用凝胶柱层析、正相硅胶柱层析以及高效液相色谱等方法对菌株发酵液的乙酸乙酯提取物进行分离,通过LC-MS、NMR结构鉴定和文献数据对比等方法进行鉴定。结果表明,分离到的7个已知化合物经鉴定分别为3,3-二吲哚烷基-1,2-丙二醇(1)、robillafuran (2)、asperfuran A (3)、gamahorin (4)、7-羟基-5-甲氧基-4,6-二甲基-异苯并呋喃酮(5)、5-甲氧基-4,6-二甲基-7-氧-α-L-鼠李糖基-异苯并呋喃酮(6)、pestynol (7)。化合物1-7均为首次从青霉属真菌中分离得到,化合物1首次从真菌的次生代谢产物中发现。活性筛选结果表明,化合物7具有抗菌活性,化合物1和7对Marc-145细胞具有较强的细胞毒活性,半数致死浓度(Median Lethal Concentration, LC)值分别为57.397μg/mL和35.386μg/mL;在LPS诱导的BV-2细胞模型中,化合物2和4在浓度为12μg/mL时,BV-2细胞的存活率分别为76.77%和69.69%,具有潜在的抗神经炎症活性。

In order to study the secondary metabolites and activities of the marine-derived fungus Penicillium citrinum, the ethyl acetate extract of the strain fermentation broth was isolated by gel column chromatography, normal phase silica gel column chromatography and high performance liquid chromatography.According to LC-MS,NMR structural identification and literature data comparison, seven known compounds were identified as 3,3-di-1H-indol-3-yl-1,2-propanediol(1),robillafuran(2),asperfuran A(3),gamahorin(4),7-hydroxy-5-methoxy-4,6-dimethyl-isobenzofuranone(5),5-methoxy-4,6-dimethyl-7-O-α-L-rhamnosyl-phthalide(6),pestynol(7),respectively.Compounds 1 to 7 were isolated from penicillium fungi for the first time, and compound 1 was discovered from secondary metabolites of fungi for the first time.The activity screening results showed that compound 7 had antibacterial activity.Compounds 1 and 7 exhibited cytotoxic activity against Marc-145 cell.The Median Lethal Concentration(LC) values were 57.397 μg/mL and 35.386 μg/mL,respectively.In LPS-induced BV-2 cell model, the survival rates of compounds 2 and 4 at 12 μg/mL were 76.77% and 69.69%,respectively, showing potential anti-neuroinflammatory activity.