石花菜共附生烟曲霉Aspergillus fumigatus 9-1次级代谢产物抗菌、抗氧化研究

doi:10.11978/2024182

热带海洋学报 ›› 2025, Vol. 44 ›› Issue (3): 157-166.doi: 10.11978/2024182CSTR: 32234.14.2024182

石花菜共附生烟曲霉Aspergillus fumigatus 9-1次级代谢产物抗菌、抗氧化研究

何鸣凤(), 黄佳翔(), 田永奇()

福州大学生物科学与工程学院, 福建福州 350108

收稿日期:2024-09-24 修回日期:2024-11-01 出版日期:2025-05-10 发布日期:2025-06-04
通讯作者: 田永奇
作者简介:
何鸣凤(2001—), 女, 江西省赣州市人, 硕士研究生。email: 2119654910@qq.com;
黄佳翔(1998—), 男, 福建省泉州市人, 硕士研究生。email: 990813998@qq.com
基金资助:
国家自然科学基金(42006094); 福建省自然科学基金(2022J01561); 福建省-印尼海洋食品联合研发中心开放课题(Y1-KF2201)

Research on the antioxidant and antibacterial activities of secondary metabolites from Gelidium-derived fungus Aspergillus fumigatus 9-1

HE Mingfeng(), HUANG Jiaxiang(), TIAN Yongqi()

College of Biological Science and Engineering, Fuzhou University, Fuzhou 350108, China

Received:2024-09-24 Revised:2024-11-01 Online:2025-05-10 Published:2025-06-04
Contact: TIAN Yongqi
Supported by:
National Natural Science Foundation of China(42006094); Fujian Natural Science Foundation(2022J01561); Fujian Province-Indonesia Marine Food Joint Research and Development Center Open-Ended Foundation(Y1-KF2201)

摘要/Abstract

摘要：

文章对石花菜共附生烟曲霉Aspergillus fumigatus 9-1次级代谢产物的结构和活性进行了研究。通过薄层色谱、硅胶柱色谱、高效液相色谱、凝胶色谱等对石花菜共附生烟曲霉A. fumigatus 9-1次级代谢产物进行分离纯化, 从中得到了16个化合物。通过核磁共振波谱等波谱分析方法、结合文献对照, 鉴定它们的结构依次为: prenylcyclotryprostatin A (1)、verruculogen TR-2 (2)、cyclotryprostatin E (3)、cyclotryprostatin B (4)、asperfumigatin (5)、12R, 13S-dihydroxyfumitremorgin C (6)、spirocyclic diketopiperazine alkaloid (7)、fumigaclavine C (8)、fumigaclavine A (9)、chaetominine (10)、fumiquinazoline J (11)、thymidine (12)、pyripyropene A (13)、monomethylsulochrin (14)、questin (15)、helvolic acid (16)。其中化合物1首次从Aspergillus中发现。抗菌活性研究表明: 16对Listeria monocytogenes具有较强的抗菌活性, 最小抗菌浓度为4.03μg·mL⁻¹。13—15对 L. monocytogenes具有中等抗菌活性, 最小抗菌浓度为分别为66.25、78.63、64.54μg·mL⁻¹。同时体外活性抗氧化活性结果表明, 化合物6具有较强的DPPH(1, 1-diphenyl-2-picryl-hydrazyl)自由基清除活性, 半数抑制浓度为9.82μg·mL⁻¹; 化合物6、8、9、14具有较强的ABTS[2, 2'-azinobis-(3-ethylbenzthiazoline-6-sulphonate)]自由基清除活性, 半数抑制浓度分别为2.72、0.43、3.23和1.96μg·mL⁻¹。

关键词: 石花菜共附生烟曲霉, 次级代谢产物, 抗菌活性, 抗氧化活性

Abstract:

This paper examines the structure and activity of the secondary metabolites of Aspergillus fumigatus 9-1, a symbiotic epiphytic fungus of rockweed. The secondary metabolites produced by A. fumigatus 9-1 were systematically separated and purified using a combination of thin layer chromatography, silica gel column chromatography, high performance liquid chromatography, and gel column chromatography, resulting in the isolation of 16 compounds. Spectral analysis, including nuclear magnetic resonance (NMR) spectroscopy and comparison with literature data, led to the structural elucidation of these compounds as: prenylcyclotryprostatin A (1), verruculogen TR-2 (2), cyclotryprostatin E (3), cyclotryprostatin B (4), asperfumigatin (5), 12R, 13S-dihydroxyfumitremorgin C (6), spirocyclic diketopiperazine alkaloid (7), fumigaclavine C (8), fumigaclavine A (9), chaetominine (10), fumiquinazoline J (11), thymidine (12), pyripyropene A (13), monomethylsulochrin (14), questin (15), and helvolic acid (16). Compound 1 was first reported from Aspergillus. The antimicrobial activity showed that compound 16 had strong antibacterial activity against Listeria monocytogenes, with a minimum inhibitory concentration of 4.03 μg·mL^-1. 13-15 had moderate antibacterial activity against L. monocytogenes, with MICs of 66.25, 78.63 and 64.54 μg·mL⁻¹, respectively. The in vitro antioxidant activity results demonstrated that compound 6 exhibited robust DPPH (1, 1-diphenyl-2-picryl-hydrazyl radical) radical scavenging activity, with a half inhibitory concentration of 9.82μg·mL^-1. Additionally, compounds 6, 8, 9, 14 displayed notable ABTS (2, 2'-azinobis-(3-ethylbenzthiazoline-6-sulphonate)) radical scavenging activity, with a half inhibitory concentration of 2.72, 0.43, 3.23 and 1.96 μg·mL^-1, respectively.

Key words: Aspergillus fumigatus, secondary metabolites, antibacterial activity, antioxidant activity

中图分类号:

Q936

何鸣凤, 黄佳翔, 田永奇. 石花菜共附生烟曲霉Aspergillus fumigatus 9-1次级代谢产物抗菌、抗氧化研究[J]. 热带海洋学报, 2025, 44(3): 157-166.

HE Mingfeng, HUANG Jiaxiang, TIAN Yongqi. Research on the antioxidant and antibacterial activities of secondary metabolites from Gelidium-derived fungus Aspergillus fumigatus 9-1[J]. Journal of Tropical Oceanography, 2025, 44(3): 157-166.

图/表 2

参考文献 29

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石花菜共附生烟曲霉Aspergillus fumigatus 9-1次级代谢产物抗菌、抗氧化研究

Research on the antioxidant and antibacterial activities of secondary metabolites from Gelidium-derived fungus Aspergillus fumigatus 9-1

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