信号芋螺内生真菌Talaromyces sp. XXH006次级代谢产物研究

doi:10.11978/2023126

摘要/Abstract

摘要：

文章旨在对信号芋螺内生真菌Talaromyces sp. XXH006的次级代谢产物进行结构和活性研究。运用多种分离材料和技术, 如正反相硅胶柱层析、葡聚糖凝胶 (sephadex LH-20)、聚苯乙烯反相树脂填料 (MCI GEL CHP-20/P120)、半制备高效液相等进行分离纯化, 通过核磁共振、质谱等现代波谱技术进行结构鉴定。采用CCK8 (cell counting kit)法研究化合物1—14对脑胶质瘤细胞U87和肺癌细胞A549的抑制作用。从信号芋螺内生真菌Talaromyces sp. XXH006的次级代谢产物中分离获得14个化合物, 分别是ergosteryl stearate (1)、麦角甾醇 (2)、β-谷甾醇 (3)、2-hydroxyemodin (4)、(+)-rugulosin (5)、1, 1′, 3, 3′, 5, 5′-hexahydroxy-7, 7-dimethyl [2, 2′-bianthracene]-9, 9′, 10, 10′-tetrone (6)、rel-(6R, 7R)-5, 6, 7, 8-tetrahydro-6-hydroxy-7-methyl-8-oxo-3-propyl-1H-2-benzopyran (7)、rel-(6R, 7R)-5, 6, 7, 8-tetrahydro-7-hydroxy-7-methyl-8-oxo-3-propyl-1H-2-benzopyran (8)、scorpinone (9)、orsellinic acid (10)、6-methyl-1, 2, 4-benzenetriol (11)、2-methyl-5-isopropyl-phenol (12)、3-methoxy-5-methyl-phenol (13)、5-methyl-benzene-1, 3-diol (14)。化合物1—4和7—14为首次从Talaromyces sp. 中分离获得。化合物8和12对脑胶质瘤细胞U87的半数抑制浓度 (half maximal inhibitory concentration, IC₅₀)分别为21.07μmol·L^-1和15.74μmol·L^-1, 同时对肺癌细胞A549的IC₅₀分别为20.88μmol·L^-1和22.93μmol·L^-1。

关键词: 信号芋螺内生菌, 篮状菌属, 次级代谢产物, 生物活性

Abstract:

To investigate the chemical constituents and bioactivities of secondary metabolites extracted from Talaromyces sp., which was isolated from Conus literatus. Various of separate materials and technologies such as silica gel, reverse phase silica gel, sephadex LH-20, MCI and semi-preparative high performance liquid chromatography were employed to obtain pure compounds. These compounds were then identified by nuclear magnetic resonance, mass spectrometry etc. Subsequently, bioactivities of fourteen compounds were assessed using the CCK8 assay to explore the inhibition against tumor cell line U87 and A549. These compounds, expect compound 5 and 6 identified for the first time in Talaromyces sp., included ergosteryl stearate (1), ergosterol (2), β-sitosterol (3), 2-hydroxyemodin (4), (+)-rugulosin (5), 1, 1′, 3, 3′, 5, 5′-hexahydroxy-7, 7′-dimethyl[2, 2′-bianth-racene]-9, 9′, 10, 10′-tetrone (6), rel-(6R, 7R)-5, 6, 7, 8-tetrahydro-6-hydroxy-7-methyl-8-oxo-3-propyl-1H-2-benzo-pyran (7), rel-(6R, 7R)-5, 6, 7, 8-tetrahydro-7-hydroxy-7-methyl-8-oxo-3-propyl-1H-2-benzopyran (8), scorpinone (9), orsellinic acid (10), 6-methyl -1, 2, 4-benzene-triol (11), 2-methyl-5-isopropyl-phenol (12), 3-methoxy-5-methyl-phenol (13) and 5-methyl-benzene-1, 3-diol (14). Compound 8 and 12 exhibited inhibitory effects on glioblastoma cell (U87) with an IC₅₀ value of 21.07μmol·L^-1and 15.74μmol·L^-1 respectively. They also show inhibitory effects on lung cancer cells (A549) with an IC₅₀ value of 20.88μmol·L^-1 and 22.93μmol·L^-1 respectively.

Key words: endophytic fungus of Conus literatus, Talaromycessp., secondary metabolites, bioactivities

林应婷, 孙颖, 胡江南, 董帅. 信号芋螺内生真菌Talaromyces sp. XXH006次级代谢产物研究[J]. 热带海洋学报, 2024, 43(4): 181-188.

LIN Yingting, SUN Ying, HU Jiangnan, DONG Shuai. Study on secondary metabolites of the endophytic fungus Talaromyces sp. XXH006 Isolated from Conus literatus[J]. Journal of Tropical Oceanography, 2024, 43(4): 181-188.

图/表 4

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Compounds	IC₅₀/(μmol·L^-1)
Compounds	UU87	AA549
1	>50	>50
2	>50	>50
3	>50	>50
4	>50	>50
5	>50	>50
6	>50	>50
7	>50	>50
8	21.07	20.88
9	>50	>50
10	>50	>50
11	>50	>50
12 13 14	15.74 >50 >50	22.93 >50 >50