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

Abstract

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

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.

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[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.

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

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