本文对南海海绵共附生真菌Penicillium jiangxiense G5A-11的化学成分及其肿瘤细胞毒活性进行了研究。综合运用薄层色谱、硅胶柱色谱、凝胶柱色谱以及半制备型高效液相色谱等多种分离技术对海绵共附生真菌P. jiangxiense G5A-11的大米发酵产物进行分离纯化, 依据波谱数据和理化常数分析并结合相关的文献数据比对, 确定所分离化合物的结构。从海绵共附生真菌P. jiangxiense G5A-11中共分离鉴定了17个化合物, 其结构分别鉴定为: N-acetyltryptamine (1)、methyl 2-(6-hydroxybenzothiazol-4-yl) acetate (2)、R-mevalonolactone (3)、nicotinic acid (4)、altechromone A (5)、2,5-dimethy-7-hydroxychromone (6)、methyl 7-hydroxy-2-methylchromone-5-carboxylate (7)、stagonoculiepine [(2S,5R)-1-formyl-1,2,3,4-tetrahydro-5H-2,5-epiminobenzo[b]azepin-5-yl acetates] (8)、(4R,5S)-5-(hydroxymethyl)-5-methyl-4-(3-oxobutyl)dihydrofuran-2(3H)-one (9)、9α-hydroxy-1,2,3,4,5,10,19-heptanorergosta-7,22-diene-6,9-lact (10)、3β,5α,9α-trihydroxy-(22E,24R)-ergosta-7,22-dien-6-one (11)、ergosterol peroxide(5α,8α-epidioxy-24(R)-methylcholesta-6,22-dien-3β-ol)(12)、(22E,24R)-24-methylcholesta-2,22-diene-3β,5α,6β-triol (13)、ergosterol (14)、stigmasterol/β-sitosterol (15)、3β,5α-dihydroxy-(22E,24R)-ergosta-7,22-dien-6-one (16)和3β,5α-dihydroxy-6β-methoxyergosta-7,22-diene (17)。其中, 化合物7和9为新天然产物。肿瘤细胞毒活性测试结果表明, 化合物10对人慢性髓原白血病细胞(K562)和人胃癌细胞(SGC-7901)显示出细胞毒活性, 其IC₅₀值分别为12.07 ± 0.12 μmol/L和13.17 ± 0.02 μmol/L。抗炎活性测试结果表明, 化合物1-17均无抗炎活性。

This paper investigated the chemical constituents and their cytotoxicity from Penicillium jiangxiense G5A-11, a marine derived fungus isolated from a sponge in the South China Sea. Various separation methods including thin layer chromatography, silica gel column chromatography, gel column chromatography, and semi-preparative high-performance liquid chromatography were used to isolate compounds from solid-rice culture of this marine derived fungus. Spectroscopic data, along with physical and chemical properties, were utilized to identify the structures of the isolated compounds, and compared with literature data. Seventeen compounds were identified from the marine fungus Penicillium jiangxiense, including N-acetyltryptamine (1), methyl 2-(6-hydroxybenzothiazol-4-yl) acetate (2), R-mevalonolactone (3), nicotinic acid (4), altechromone A (5), 2,5-dimethy- 7-hydroxychromone (6), methyl 7-hydroxy-2-methylchromone-5-carboxylate (7), stagonoculiepine [(2S,5R)-1-formyl- 1,2,3,4-tetrahydro-5H-2,5-epiminobenzo[b]azepin-5-yl acetates] (8), (4R,5S)-5-(hydroxymethyl)-5-methyl-4-(3-oxobutyl) dihydrofuran-2(3H)-one (9), 9α-hydroxy-1,2,3,4,5,10,19-heptanorergosta-7,22-diene-6,9-lact (10), 3β,5α,9α-trihydroxy- (22E,24R)-ergosta-7,22-dien-6-one (11), ergosterol peroxide(5α,8α-epidioxy-24(R)-methylcholesta-6,22-dien-3β-ol) (12), (22E,24R)-24-methylcholesta-2,22-diene-3β,5α,6β-triol (13), ergosterol (14), stigmasterol/β-sitosterol (15), 3β,5α- dihydroxy-(22E,24R)-ergosta-7,22-dien-6-one (16), and 3β,5α-dihydroxy-6β-methoxyergosta-7,22-diene (17). Among them, compounds 7 and 9 were new natural products. Cytotoxic activity test showed that compound 10 was moderately cytotoxic to human chronic myeloid leukemia cells (K562) and human gastric cancer cells (SGC-7901) with IC₅₀ values of 12.07 ± 0.12 μmol/L and 13.17 ± 0.02 μmol/L, respectively. However, the results of the anti-inflammatory activity test revealed that none of the compounds exhibited anti-inflammatory activity.