羊栖菜共附生真菌Aspergillus sp. GXIMD 02045的次级代谢产物研究

doi:10.11978/2024038

热带海洋学报 ›› 2025, Vol. 44 ›› Issue (1): 154-161.doi: 10.11978/2024038CSTR: 32234.14.2024038

羊栖菜共附生真菌Aspergillus sp. GXIMD 02045的次级代谢产物研究

孔维琦(), 金鑫, 刘永宏, 高程海, 陈显强()

广西海洋药物重点实验室, 广西中医药大学海洋药物研究院, 广西南宁 530200

收稿日期:2024-02-07 修回日期:2024-02-24 出版日期:2025-01-10 发布日期:2025-02-10
通讯作者: 陈显强
作者简介:
孔维琦(1997—), 男, 黑龙江省哈尔滨市人, 硕士研究生。email: 13376088720@163.com
基金资助:
国家自然科学基金(U20A20101); 广西自然科学基金(2020GXNSFGA297002); 广西八桂学者专项经费(05019055); 广西中医药大学高层次人才培育创新团队(2022A007)

Studies on secondary metabolites of Sargassum fusiforme derived fungus Aspergillus sp. GXIMD 02045

KONG Weiqi(), JIN Xin, LIU Yonghong, GAO Chenghai, CHEN Xianqiang()

Guangxi Key Laboratory of Marine Drugs, Institute of Marine Drugs, Guangxi University of Chinese Medicine, Nanning 530200, China

Received:2024-02-07 Revised:2024-02-24 Online:2025-01-10 Published:2025-02-10
Contact: CHEN Xianqiang
Supported by:
National Natural Science Foundation of China(U20A20101); Guangxi Natural Science Foundation of Guangxi Province(2020GXNSFGA297002); Special Fund for Bagui Scholars of Guangxi(05019055); GuiPai Traditional Chinese Medicine Inheritance and Innovation Team Project of Guangxi University of Chinese Medicine(2022A007)

摘要/Abstract

摘要：

本文对羊栖菜(Sargassum fusiforme)共附生真菌Aspergillus sp. GXIMD 02045的次级代谢产物进行研究, 运用多种色谱技术分离该菌株代谢产物, 基于质谱、核磁共振波谱和旋光等数据结合文献数据比对鉴定化合物结构, 并测定抑菌活性。从海洋真菌Aspergillus sp. GXIMD 02045中分离并鉴定了15个化合物, 分别是(3S)-6-羟基-8-甲氧基-3, 5-二甲基异色满 (1)、(3S)-6-羟基-8-甲氧基-3-甲基异色满 (2)、(3S, 4R)-4, 6-二羟基-8-甲氧基-3, 5-二甲基异色满 (3)、(1S, 3R)-3, 7-二甲基-1, 8-二羟基-6-甲基异色满 (4)、(S)-6-羟基-7-甲氧基-3, 5-二甲基异色满-1-酮 (5)、anserinone A (6)、anserinone B (7)、(+)-formylanserinone B (8)、对羟基苯乙酸 (9)、对羟基苯乙酸甲酯 (10)、Waol A (11)、(S)-7-甲氧基-2, 5-二甲基-2, 3-二氢苯并呋喃-6-醇 (12)、6-甲基-2-乙酰基-3, 5-二羟基苯乙酸甲酯 (13)、4-羟基-3, 6-二甲基-2-吡喃酮 (14)和反式阿魏酸 (15)。其中化合物6—8对耐甲氧西林金黄葡萄球菌有抑制活性, 最小抑菌浓度为3.91~7.81μg·mL^-1。化合物6—8和11对枯草芽孢杆菌有抑制活性, 最小抑菌浓度为7.81~15.62μg·mL^-1。化合物4、6—8、10和11对铜绿假单胞菌有抑制活性, 最小抑菌浓度为1.95~125.00μg·mL^-1。本研究为羊栖菜及其共附生真菌的开发研究提供了理论基础。

关键词: 羊栖菜, 曲霉属真菌, 次级代谢产物, 抑菌活性

Abstract:

To explore the diversity of secondary metabolites of fungus Aspergillus sp. GXIMD 02045 from Sargassum fusiforme, the secondary metabolites were separated with various chromatographic techniques. Chemical structures were identified using mass spectroscopy, nuclear magnetic resonance spectroscopy, and optical rotation data with comparison of literature reported ones. 15 compounds were isolated from Aspergillus sp. GXIMD 02045, and identified as (3S)-6-hydroxy-8-methoxy-3, 5-dimethylisochroman (1), (3S)-6-hydroxy-8-methoxy-3-methylisochroman (2), (3S, 4R)-6-hydroxy-8-methoxy-3, 5-dimethylisochroman (3), (1S, 3R)-3, 7-dimethyl-1, 8-dihydroxy-6-methoxyisochroman (4), (S)-6-hydroxy-7-methoxy-3, 5-dimethylisochroman-1-one (5), anserinone A (6), anserinone B (7), (+)-formylanserinone B (8), 4-hydroxyphenylacetic acid (9), p-hydroxyphenylacetic acid methyl ester (10), Waol A (11), (S)-7-methoxy-2, 5-dimethyl-2, 3-dihydrobenzofuran-6-ol (12), 6-methylcurvulinic acid methyl ester (13), 4-hydroxy-3, 6-dimethyl-2-pyrone (14), trans-ferulic acid (15). Antibacterial activity of secondary metabolites from A. sp. GXIMD02045 was tested, which showed that compounds 6−8 displayed inhibitory activity against methicillin-resistant Staphylococcus aureus, and the minimum inhibitory concentration (MIC) values were ranging from 3.91 μg·mL^-1 to 7.81 μg·mL^-1. Compounds 6−8 and 11 showed inhibitory activity against Bacillus subtilis, and the MIC values were ranging from 7.81 μg·mL^-1 to 15.62 μg·mL^-1. Compounds 4, 6−8, 10 and 11 showed inhibitory activity against Pseudomona aeruginosa, and the MIC values were ranging from 1.95 μg·mL^-1 to 125.00 μg·mL^-1. This study provides a theoretical basis for the research on development and utilization of mangrove Sargassum fusiforme and its symbiotic fungus.

Key words: Sargassum fusiforme, Aspergillus fungus, secondary metabolites, antibacterial activity

中图分类号:

O629

孔维琦, 金鑫, 刘永宏, 高程海, 陈显强. 羊栖菜共附生真菌Aspergillus sp. GXIMD 02045的次级代谢产物研究[J]. 热带海洋学报, 2025, 44(1): 154-161.

KONG Weiqi, JIN Xin, LIU Yonghong, GAO Chenghai, CHEN Xianqiang. Studies on secondary metabolites of Sargassum fusiforme derived fungus Aspergillus sp. GXIMD 02045[J]. Journal of Tropical Oceanography, 2025, 44(1): 154-161.

图/表 2

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羊栖菜共附生真菌Aspergillus sp. GXIMD 02045的次级代谢产物研究

Studies on secondary metabolites of Sargassum fusiforme derived fungus Aspergillus sp. GXIMD 02045

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参考文献 25

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化合物	MIC-耐甲氧西林金黄葡萄球菌	MIC-枯草芽孢杆菌	MIC-铜绿假单胞菌
4	-	-	62.50
6	7.81	15.62	3.91
7	3.91	15.62	3.91
8	7.81	7.81	3.91
10	-	-	125.00
11	-	7.81	1.95
阳性药(环丙沙星)	0.78	0.05	0.10

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