涠洲岛鹿角珊瑚共附生真菌Arachniotus ruber GXIMD 02510的次级代谢产物及抑菌活性研究

doi:10.11978/2023122

热带海洋学报 ›› 2024, Vol. 43 ›› Issue (4): 174-180.doi: 10.11978/2023122CSTR: 32234.14.2023122

涠洲岛鹿角珊瑚共附生真菌Arachniotus ruber GXIMD 02510的次级代谢产物及抑菌活性研究

王佳熹(), 卢护木, 齐鑫, 高程海, 刘永宏, 罗小卫()

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

收稿日期:2023-08-16 修回日期:2023-09-03 出版日期:2024-07-10 发布日期:2024-07-22
作者简介:
王佳熹(1998—), 男, 甘肃省张掖市人, 硕士研究生, 从事海洋天然药物化学研究。email: 731576821@qq.com
基金资助:
广西自然科学基金(2024GXNSFFA999005); 广西自然科学基金(2021GXNSFDA075010); 国家自然科学基金(U20A20101); 广西中医药大学第三批“岐黄工程”高层次人才团队培育项目(202407); 桂派杏林青年英才项目(2022C038)

Study on the secondary metabolites from the Weizhou Island coral Acropora austera associated fungus Arachniotus ruber GXIMD 02510 and their antibacterial activity

WANG Jiaxi(), LU Humu, QI Xin, GAO Chenghai, LIU Yonghong, LUO Xiaowei()

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

Received:2023-08-16 Revised:2023-09-03 Online:2024-07-10 Published:2024-07-22
Supported by:
Natural Science Foundation of Guangxi(2024GXNSFFA999005); Natural Science Foundation of Guangxi(2021GXNSFDA075010); National Natural Science Foundation of China(U20A20101); High-Level Talent Training Project Foundation of Guangxi University of Chinese Medicine(202407); High-Level Talent Training Project Foundation of Guangxi University of Chinese Medicine(2022C038)

摘要/Abstract

摘要：

研究涠洲岛来源鹿角珊瑚(Acropora austera)共附生真菌Arachniotus ruber GXIMD 02510的次级代谢产物及其抑菌活性。采用多种现代色谱分离技术对菌株发酵产物进行分离纯化, 利用核磁共振技术和文献数据对比解析化合物的化学结构, 并测定其抑菌活性。从粗提物中共分离鉴定了13个化合物, 分别为auxarthrols B, E, F和H (1—4)、paradictyoarthrin A (5)、chrysoqueen (6)、ocauxarthrol A (7)、1, 3, 6-三羟基-8-甲基占吨酮 (8)、N-乙酰酪胺(9)、对羟基苯乙酸甲酯(10)、间羟基苯乙酸(11)、L-tenuazonic acid(12)和2, 3, 22, 23-tertrahydroxy-2, 6, 10, 15, 19, 23-hexamethyl-tetracosa-6, 10, 14, 18-tetraene (13)。其中化合物1、4—6和11对铜绿假单胞菌(Pseudomonas aeruginosa)具一定抑制活性, 最小抑菌浓度(minimal inhibitory concentration, MIC)为0.078~0.312mg·mL^-1。本研究丰富了蛛网霉属(Arachniotus)真菌代谢产物结构多样性, 为抗生素研发提供化学实体。

关键词: 涠洲岛, 鹿角珊瑚, Arachniotus ruber, 次级代谢产物, 抑菌活性

Abstract:

The secondary metabolites and antibacterial activities of the Weizhou Island coral Acropora austera associated fungus Arachniotus ruber GXIMD 02510 were investigated. Various modern chromatographic techniques were used to isolate and purify the fermentation products of this strain. Their structures were determined by comprehensive spectroscopic methods, including nuclear magnetic resonance and by comparison with literature data. The antibacterial activity was determined. A total of 13 compounds were obtained and characterized, which were auxarthrols B, E, F, and H (1—4), paradictyoarthrin A (5), chrysoqueen (6), ocauxarthrol A (7), 1, 3, 6-trihydroxy-8-methylxanthone (8), N-acetyltyramine (9), methyl 2-(4-hydroxyphenyl)acetate (10), m-hydroxylphenylacitic acid (11), L-tenuazonic acid (12), and 2, 3, 22, 23-tertrahydroxy-2, 6, 10, 15, 19, 23-hexamethyl-tetracosa-6, 10, 14, 18-tetraene (13). Antibacterial activity test showed that compounds 1, 4—6, and 11 showed inhibitory activity against Pseudomonas aeruginosa, and the minimum inhibitory concentration (MIC) values were ranging from 0.078 mg·mL^-1 to 0.312 mg·mL^-1. This study will expand the chemical diversity of the genus Arachniotus and also provide chemical entities for the development of antibiotics.

Key words: Weizhou Island, Acropora austera, Arachniotus ruber, secondary metabolites, antibacterial activity

王佳熹, 卢护木, 齐鑫, 高程海, 刘永宏, 罗小卫. 涠洲岛鹿角珊瑚共附生真菌Arachniotus ruber GXIMD 02510的次级代谢产物及抑菌活性研究[J]. 热带海洋学报, 2024, 43(4): 174-180.

WANG Jiaxi, LU Humu, QI Xin, GAO Chenghai, LIU Yonghong, LUO Xiaowei. Study on the secondary metabolites from the Weizhou Island coral Acropora austera associated fungus Arachniotus ruber GXIMD 02510 and their antibacterial activity[J]. Journal of Tropical Oceanography, 2024, 43(4): 174-180.

图/表 1

参考文献 23

[1]	杜康平, 姜蓉, 李宝义, 等, 2001. 微生物来源白细胞介素1受体拮抗剂的研究Ⅱ. 链霉菌660代谢产物的化学研究[J]. 中国抗生素杂志, 26(6): 410-413.
	DU KANGPING, JIANG RONG, LI BAOYI, et al, 2001. IL-1R antagonists from microorganisms II. Studies on the metabolite of streptomyces 660[J]. Chinese Journal of Antibiotics, 26(6): 410-413 (in Chinese with English abstract).
[2]	冯世秀, 许静, 陈涛, 2019. 四氢蒽醌类化合物结构及其生物活性研究进展[J]. 天然产物研究与开发, 31(4): 731-739.
	FENG SHIXIU, XU JING, CHEN TAO, 2019. The structure and biological activity of tetrahydroanthraquinone compounds[J]. Natural Product Research and Development, 31(4): 731-739 (in Chinese with English abstract). doi: 10.16333/j.1001-6880.2019.4.027
[3]	吕海宁, 陈辉, 屈晶, 等, 2015. 内生真菌Trichoderma harzianum次生代谢产物研究[J]. 中国现代中药, 17(5): 427-430.
	LÜ HAINING, CHEN HUI, QU JING, et al, 2015. Study on secondary metabolites of endophytic fungi Trichoderma harzianum[J]. Modern Chinese Medicine, 17(5): 427-430 (in Chinese with English abstract).
[4]	马丽丽, 田新朋, 李桂菊, 等, 2021. 海洋微生物来源天然产物研究现状与态势[J]. 热带海洋学报, 40(5): 134-146. doi: 10.11978/2020104
	MA LILI, TIAN XINPENG, LI GUIJU, et al, 2021. Research status and development trends of natural products from marine microorganisms[J]. Journal of Tropical Oceanography, 40(5): 134-146 (in Chinese with English abstract). doi: 10.11978/2020104
[5]	叶禹秀, 罗小卫, 杨斌, 等, 2022. 南海礁栖海藻共附生真菌Pestalotiopsis neglecta SCSIO 41403次级代谢产物研究[J]. 热带海洋学报, 41(3): 186-190. doi: 10.11978/2021089
	YE YUXIU, LUO XIAOWEI, YANG BIN, et al, 2022. Study on the secondary metabolites of reef habitat algae-derived fungus Pestalotiopsis neglecta SCSIO 41403 from the South China Sea[J]. Journal of Tropical Oceanography, 41(3): 186-190 (in Chinese with English abstract).
[6]	张艳婷, 彭帅, 黄炳耀, 等, 2022. 1株珊瑚共附生真菌Talaromyces verruculosus GXIMD 02504的次级代谢产物及抑菌活性研究[J]. 中国抗生素杂志, 47(10): 1045-1050.
	ZHANG YANTING, PENG SHUAI, HUANG BINGYAO, et al, 2022. Antibacterial secondary metabolites from a coral-derived fungus Talaromyces verruculosus GXIMD 02504[J]. Chinese Journal of Antibiotics, 47(10): 1045-1050 (in Chinese with English abstract).
[7]	ALVI K A, RABENSTEIN J, 2004. Auxarthrol A and auxarthrol B: two new tetrahydoanthraquinones from Auxarthron umbrinum[J]. Journal of Industrial Microbiology and Biotechnology, 31(1): 11-15.
[8]	CARROLL A R, COPP B R, DAVIS R A, et al, 2023. Marine natural products[J]. Natural Product Reports, 40(2): 275-325. doi: 10.1039/d2np00083k pmid: 36786022
[9]	CHEN YING, PANG XIAOYAN, HE YANCHUN, et al, 2022. Secondary metabolites from coral-associated fungi: source, chemistry and bioactivities[J]. Journal of Fungi, 8(10): 1043.
[10]	GALLARDO G L, PEÑA N I, CHACANA P, et al, 2004. l-tenuazonic acid, a new inhibitor of Paenibacillus Larvae[J]. World Journal of Microbiology & Biotechnology, 20(6): 609-612.
[11]	GE XUEPING, SUN CHUNXIAO, FENG YANYAN, et al, 2019. Anthraquinone derivatives from a marine-derived fungus Sporendonema casei HDN16-802[J]. Marine Drugs, 17(6): 334.
[12]	ISAKA M, CHINTHANOM P, RACHTAWEE P, et al, 2015. Cytotoxic hydroanthraquinones from the mangrove-derived fungus Paradictyoarthrinium diffractum BCC 8704[J]. The Journal of Antibiotics, 68(5): 334-338.
[13]	KUEHN H H, ORR G F, 1964. Arachniotus ruber (Van Tieghem) Schroeter[J]. Transactions of the British Mycological Society, 47(4): 553-558.
[14]	MISHRA P D, VEREKAR S A, DESHMUKH S K, et al, 2015. Altersolanol A: a selective cytotoxic anthraquinone from a Phomopsis sp.[J]. Letters in Applied Microbiology, 60(4): 387-391.
[15]	MUTANYATTA J, MATAPA B G, SHUSHU D D, et al, 2003. Homoisoflavonoids and xanthones from the tubers of wild and in vitro regenerated Ledebouria graminifolia and cytotoxic activities of some of the homoisoflavonoids[J]. Phytochemistry, 62(5): 797-804.
[16]	NISHIYAMA Y, MORIYASU M, ICHIMARU M, et al, 1996. Acyclic triterpenoids from Ekebergia capensis[J]. Phytochemistry, 42(3): 803-807.
[17]	OGÓREK R, KURCZABA K, CAL M, et al, 2020. A culture-based ID of micromycetes on the wing membranes of greater mouse-eared bats (Myotis myotis) from the "Nietoperek" Site (Poland)[J]. Animals, 10(8): 1337.
[18]	ORR G F, GHOSH G R, ROY K, 1977. The genera Gymnascella, Arachniotus, and Pseudoarachniotus[J]. Mycologia, 69(1): 126-163.
[19]	SHEN SHUO, LI WEI, WANG JIAN, 2013. A novel and other bioactive secondary metabolites from a marine fungus Penicillium oxalicum 0312F₁[J]. Natural Product Research, 27(24): 2286-2291.
[20]	STOESSL A, 1969. Some metabolites of Alternaria solani[J]. Canadian Journal of Chemistry, 47(5): 767-776.
[21]	WANG JIAMIN, QIN YUNING, LIN MIAOPING, et al, 2023. Marine natural products from the Beibu gulf: sources, chemistry, and bioactivities[J]. Marine Drugs, 21(2): 63.
[22]	WU QIAOLING, ZHU HONGJIE, SUN CHANGLI, et al, 2022. Halo- and thiocarbazomycins from coral- and coral reef sands-derived Actinomycetes[J]. Marine Drugs, 20(8): 537.
[23]	XU HUIXIN, YANG TING, ZHANG LIPING, et al, 2021. Ocauxarthrol A from Auxarthron umbrinum SCSIO 40432 and configurational reassignment of chrysoqueen and auxarthrols[J]. Tetrahedron Letters, 66: 152842.

涠洲岛鹿角珊瑚共附生真菌Arachniotus ruber GXIMD 02510的次级代谢产物及抑菌活性研究

Study on the secondary metabolites from the Weizhou Island coral Acropora austera associated fungus Arachniotus ruber GXIMD 02510 and their antibacterial activity

RichHTML

PDF (PC)

赞

可视化

摘要/Abstract

引用本文

使用本文

图/表 1

参考文献 23

相关文章 15

Metrics

本文评价

推荐阅读 0

[1]	安凡, 姜悦, 王宇, 曹广萍, 高程海, 刘永宏, 易湘茜, 白猛. 红树老鼠簕内生真菌Aspergillus terreus GXIMD 03158次级代谢产物研究[J]. 热带海洋学报, 2024, 43(5): 41-48.
[2]	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.
[3]	袁翔城, 梁宇娴, 宋严, 俞晓磊, 黄晖, 周伟华. CO₂升高对风信子鹿角珊瑚(Acropora hyacinthus)钙化速率和基因表达的影响^*[J]. 热带海洋学报, 2024, 43(3): 40-48.
[4]	赵贺, 张峻菱, 王浩, 柯景召, 朱铭, 王爱民, 李秀保. 两种造礁石珊瑚固碳能力初步研究*[J]. 热带海洋学报, 2024, 43(3): 146-154.
[5]	梁宇娴, 刘骋跃, 俞晓磊, 张浴阳, 练文科, 陈伦举, 黄晖. 聚焦退化珊瑚礁关键造礁石珊瑚类群的补充与恢复—以三亚西岛为例[J]. 热带海洋学报, 2024, 43(3): 166-176.
[6]	冯广福, 何洁怡, 白猛, 易湘茜, 刘昕明, 罗连响, 高程海. 北部湾柱状角孔珊瑚水螅体次级代谢产物研究[J]. 热带海洋学报, 2024, 43(2): 135-139.
[7]	刘颖, 肖阳, 朱震鑫, 刘洪存, 姜明国, 朱玉章, 林坤, 吴金城, 卢晓梅, 黄小宁, 梁海娜, 卢文森, 杨立芳. 海洋链霉菌Streptomyces sporoverrucosus 33510次级代谢产物研究[J]. 热带海洋学报, 2024, 43(2): 128-134.
[8]	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.
[9]	邢楠楠, 任润馨, 唐振洲, 罗志宏, 夏辰曦, 刘永宏, 彭亮, 陈显强. 涠洲岛海洋沉积物来源真菌Aspergillus sp. GXIMD02003的代谢产物研究[J]. 热带海洋学报, 2023, 42(5): 154-160.
[10]	曾步燕, 梁志凤, 罗琴琴, 曾玲, 杨长庚, 王锂韫, 孙玉林. 深海真菌101#的分子鉴定、次生代谢产物及其生物活性研究^*[J]. 热带海洋学报, 2023, 42(5): 104-114.
[11]	郭键林, 孙显, 杨宇峰, 王庆. 广西涠洲岛大型海藻场及其邻近海域桡足类群落结构演替特征[J]. 热带海洋学报, 2023, 42(4): 155-165.
[12]	朱义广, 牟鹏云, 张庆波, 张长生. 中国南海来源真菌Penicillium sp. SCSIO 40438次级代谢产物研究[J]. 热带海洋学报, 2023, 42(1): 161-167.
[13]	叶禹秀, 罗小卫, 杨斌, 林秀萍, 刘永宏, 周雪峰. 南海礁栖海藻共附生真菌Pestalotiopsis neglecta SCSIO41 403次级代谢产物研究[J]. 热带海洋学报, 2022, 41(3): 186-190.
[14]	张涵, 谭雁鸿, 杨斌, 刘永宏, 李云秋. 中国南海软珊瑚附生真菌Acremonium sp. SCSIO41216的次级代谢产物研究[J]. 热带海洋学报, 2021, 40(6): 135-139.
[15]	陆春菊, 陆玫霖, 刘昕明, 刘永宏, 高程海, 徐新亚. 广西涠洲岛柳珊瑚共附生真菌多样性及其抑菌活性^*[J]. 热带海洋学报, 2021, 40(5): 45-52.