北部湾海洋真菌Aspergillus fumigatus DL-p0m-g2的化学成分及药理活性研究

doi:10.11978/2023045

热带海洋学报 ›› 2024, Vol. 43 ›› Issue (1): 154-166.doi: 10.11978/2023045CSTR: 32234.14.2023045

• 海洋资源开发 • 上一篇

北部湾海洋真菌Aspergillus fumigatus DL-p0m-g2的化学成分及药理活性研究

冯婷(), 孙建, 王玉妃, 盘伟斌, 覃旭灿, 覃炳云, 周丽曼, 王聪, 王佩, 孔凡栋()

广西民族大学化学化工学院, 林产化学与工程国家民委重点实验室, 广西林产化学与工程重点实验室; 广西林产化学与工程协同创新中心, 广西高校少数民族医药古方挖掘与开发重点实验室, 广西南宁 530006

收稿日期:2023-04-08 修回日期:2023-04-18 出版日期:2024-01-10 发布日期:2024-01-19
作者简介:
冯婷(1999—), 女, 湖南省永州市人, 硕士研究生, 从事天然药物化学研究。email: Fengting124578@126.com
基金资助:
广西自然科学基金项目(2021GXNSFBA075036); 广西科技基地与人才专项(AD22035018); 国家自然科学基金(82104034); 广西民族大学相思湖青年创新团队(2021RSCXSHQN01); 广西民族大学校级科研项目(2021 MDKJ003)

Study on the chemical constituents and pharmacological activity of the marine-derived fungus Aspergillus fumigatus DL-p0m-g2 in the Beibu Gulf

FENG Ting(), SUN Jian, WANG Yufei, PAN Weibin, QIN Xucan, QIN Bingyun, ZHOU Liman, WANG Cong, WANG Pei, KONG Fandong()

School of Chemistry and Chemical Engineering, Key Laboratory of Chemistry and Engineering of Forest Products, State Ethnic Affairs Commission, Guangxi Key Laboratory of Chemistry and Engineering of Forest Products, Guangxi Collaborative Innovation Center for Chemistry and Engineering of Forest Products, Key Laboratory of Universities in Guangxi for Excavation and Development of Ancient Ethnomedicinal Recipes, Guangxi Minzu University, Nanning 530006, China

Received:2023-04-08 Revised:2023-04-18 Online:2024-01-10 Published:2024-01-19
Supported by:
National Natural Science Foundation of Guangxi Province(2021GXNSFBA075036); Specific Research Project of Guangxi for Research Bases and Talents(AD22035018); National Natural Science Foundation of China(82104034); Xiangsi Lake Youth Innovation Team Project of Guangxi Minzu University(2021RSCXSHQN01); 2021 University-Level Scientific Research Projects of Guangxi Minzu University(2021 MDKJ003)

摘要/Abstract

摘要：

为获得具有生物活性的化合物, 对一株分离于北部湾钉螺菌株Aspergillus fumigatus DL-p0m-g2的化学成分及药理活性进行研究。综合应用反相ODS (octadecylsilyl) 柱色谱、半制备液相等多种色谱学方法进行分离纯化, 根据化合物理化性质、质谱和核磁共振波谱学数据进行结构鉴定, 并对分离得到的化合物进行细胞毒活性、抑菌活性和胆固醇转运蛋白NPC1L1 (NPC1-like intracellular cholesterol transporter 1)蛋白结合等生物活性评价。实验共分离得到21个生物碱类化合物和1个甾体, 分别鉴定为6-methoxyspirotryprostatin B (1)、spirotryprostatin A (2)、fumitremorgin C (3)、cyclotryprostatin A (4)、fumitremorgin B (5)、pseurotin A (6)、azaspirofuran A (7)、azaspirofuran B (8)、cephalimysin C (9)、cephalimysin B (10)、fumiquinazoline C (11)、fumiquinazoline B (12)、fumiquinazoline A (13)、fumiquinazoline D (14)、fumiquinazoline F (15)、tryprostatin B (16)、verruculogen (17)、chaetominine (18)、bisdethiobis(methylthio)glitoxin (19)、helvolic acid (20)、7-deacetylpyripyropene A (21)、terezine D (22)。其中化合物6对人肝癌细胞(HepG2)、人肺癌细胞(A549)、人直肠癌细胞(HCT116)有一定的细胞毒活性; 化合物1、3和20对金黄色葡萄球菌表现出抑菌活性; 化合物14与NPC1L1蛋白具有较好的结合, 显示其在降脂药物开发中的研究潜力。

关键词: Aspergillus fumigatus, 化学成分, 细胞毒活性, 抑菌活性, NPC1L1蛋白结合

Abstract:

The chemical constituents and their bioactivities of Aspergillus fumigatus DL-p0m-g2 from the Beibu Gulf were studied in order to obtain bioactive compounds. The compounds were isolated and purified by reversed-phase ODS column chromatography, semi-preparative liquid chromatography and other chromatographic methods. Their structures were identified by physicochemical properties, mass spectrometry and nuclear magnetic resonance spectroscopy. The cytotoxic, antibacterial and cholesterol transporter NPC1L1 protein binding activities of the isolated compounds were evaluated. As a result, a total of 21 alkaloids and one steroid were isolated and identified as 6-methoxyspirotryprostatin B (1), spirotryprostatin A (2), fumitremorgin C (3), cyclotryprostatin A (4), fumitremorgin B (5), pseurotin A (6), azaspirofuran A (7), azaspirofuran B (8), cephalimysin C (9), cephalimysin B (10), fumiquinazoline C (11), fumiquinazoline B (12), fumiquinazoline A (13), fumiquinazoline D (14), fumiquinazoline F (15), tryprostatin B (16), verruculogen (17), chaetominine (18), bisdethiobis(methylthio)glitoxin (19), helvolic acid (20), 7-deacetylpyripyropene A (21), terezine D (22). Compound 6 showed moderate cytotoxic activity against human hepatoma cells (HepG2), human lung cancer cells (A549) and human rectal cancer cells (HCT116). Compounds 1, 3 and 20 showed antibacterial activity against Staphylococcus aureus. Compound 14 showed a good binding with NPC1L1 protein, indicating its potential in the development of lipid-lowering drugs.

Key words: Aspergillus fumigatus, chemical constituents, cytotoxic activity, anti-bacteria activity, NPC1L1 protein binding

冯婷, 孙建, 王玉妃, 盘伟斌, 覃旭灿, 覃炳云, 周丽曼, 王聪, 王佩, 孔凡栋. 北部湾海洋真菌Aspergillus fumigatus DL-p0m-g2的化学成分及药理活性研究[J]. 热带海洋学报, 2024, 43(1): 154-166.

FENG Ting, SUN Jian, WANG Yufei, PAN Weibin, QIN Xucan, QIN Bingyun, ZHOU Liman, WANG Cong, WANG Pei, KONG Fandong. Study on the chemical constituents and pharmacological activity of the marine-derived fungus Aspergillus fumigatus DL-p0m-g2 in the Beibu Gulf[J]. Journal of Tropical Oceanography, 2024, 43(1): 154-166.

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编号	名称	IC₅₀ /(μmol·L^-1)
编号	名称	HepG2	A549	HCT116	L02
1	6	35.86 ± 1.43	8.26 ± 1.89	17.04 ± 0.68	27.51 ± 2.84
P1	苏尼替尼	12.6 ± 3.14	9.4 ± 0.76	3.79 ± 0.2	20.6 ± 0.48
P2	盐酸阿霉素	0.66 ± 0.03	1.46 ± 0.72	0.03 ± 0.01	15.23 ± 1.24

名称	MIC/ (μg·mL^-1)
1	64.0
3	8.0
20	1.0
环丙沙星	0.4

北部湾海洋真菌Aspergillus fumigatus DL-p0m-g2的化学成分及药理活性研究

Study on the chemical constituents and pharmacological activity of the marine-derived fungus Aspergillus fumigatus DL-p0m-g2 in the Beibu Gulf

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