Algicidal activities of secondary metabolites of marine macroalgal-derived endophytic fungi -- Journal of Oceanology and Limnology,2019,37(1):112-121

	Cite this paper:
	MIAO Fengping, ZUO Jincheng, LIU Xianghong, JI Naiyun. Algicidal activities of secondary metabolites of marine macroalgal-derived endophytic fungi[J]. Journal of Oceanology and Limnology, 2019, 37(1): 112-121

Algicidal activities of secondary metabolites of marine macroalgal-derived endophytic fungi

MIAO Fengping¹, ZUO Jincheng², LIU Xianghong¹, JI Naiyun¹

1 Yantai Institute of Coastal Zone Research, Chinese Academy of Sciences, Yantai 264003, China;
2 College of Life Science, Ludong University, Yantai 264025, China

Abstract:

Red tide occurrs frequently and causes significant damage to the environment and human health. As a result, development of new efficient and environment friendly red-tide microalgae inhibitors has gained increasing attention in recent times. Algicolous endophytic fungi with unique habitats are promising sources for active agents owing to their abundant secondary metabolites and distinguished activities. In this study, the algicidal activities of 49 marine macroalgal-derived endophytic fungi against phytoplankton Alexandrium tamarense, Prorocentrum donghaiense, Heterosigma akashiwo, and Chattonella marina were examined using 96-well microplate. Four fungal strains, including Aspergillus wentii (pt-1), A. ustus (cf-42), and A. versicolor (dl-29, pt-20), exhibited potent algicidal activities. A total of 32 pure compounds isolated from these fungi were noted to possess different degrees of algicidal activities. Of those, 11 compounds comprising five anthraquinones, two terpenoids, and four steroids showed high 24-h inhibition rates for the four red tide algae, with 24 h EC₅₀ values ranging from 0.01 to 14.29 μg/mL. Among them, compound 1 (1,5-dihydroxy-3-methoxy-7-methylanthraquinone) presented the strongest activity against H. akashiwo, and could decrease its chlorophyll a (Chl a) and superoxide dismutase contents and increase the soluble protein, malondialdehyde, and peroxidase contents. These results suggested that the identified anti-algal compound might inhibit the growth of red tide algae by weakening photosynthesis (reducing Chl a content), destroying cell membrane, and damaging the antioxidant system.

Key words: algicidal activity|endophytic fungus|secondary metabolite|marine alga

Received: 2017-12-22 Revised: 2018-01-22

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Articles by MIAO Fengping

Articles by ZUO Jincheng

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References:
Cantrell C L, Schrader K K, Mamonov L K, Sitpaeva G T, Kustova T S, Dunbar C, Wedge D E. 2005. Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii. Journal of Agricultural and Food Chemistry, 53(20):7 741-7 748.
Chen C, Imamura N, Nishijima M, Adachi K, Sakai M, Sano H. 1996. Halymecins, new antimicroalgal substances produced by fungi isolated from marine algae. The Journal of Antibiotics, 49(10):998-1 005.
Cui C M, Li X M, Li C S, Proksch P, Wang B G. 2010.Cytoglobosins A-G, cytochalasans from a marine-derived endophytic fungus, Chaetomium globosum QEN-14.Journal of Natural Products, 73(4):729-733.
Ji N Y, Wang B G. 2016. Mycochemistry of marine algicolous fungi. Fungal Diversity, 80(1):301-342.
Jin Q, Dong S L. 2003. Comparative studies on the allelopathic effects of two different strains of Ulva pertusa on Heterosigma akashiwo and Alexandrium tamarense.Journal of Experimental Marine Biology And Ecology, 293(1):41-55.
Krohn K, Dai J Q, Flörke U, Aust H J, Dräger S, Schulz B. 2005. Botryane metabolites from the fungus Geniculosporium sp. isolated from the marine red alga Polysiphonia. Journal of Natural Products, 68(3):400-405.
Liu X H, Miao F P, Li X D, Yin X L, Ji N Y. 2012. A new sesquiterpene from an endophytic Aspergillus versicolor strain. Natural Product Communication, 7(7):819-820.
Liu X H, Miao F P, Liang X R, Ji N Y. 2014. Ergosteroid derivatives from an algicolous strain of Aspergillus ustus.Natural Product Research, 28(15):1 182-1 186.
Liu X H, Miao F P, Qiao M F, Cichewicz R H, Ji N Y. 2013.Terretonin, ophiobolin, and drimane terpenes with absolute configurations from an algicolous Aspergillus ustus. RSC Advances, 3(2):588-595.
Liu X H. 2012. Secondary metabolites from three Codium fragile-endophytic fungi and their bioactivities. Shandong Agricultural University, Taian, China. p.34-37. (in Chinese with English abstract)
Miao F P, Li X D, Liu X H, Cichewicz R H, Ji N Y. 2012.Secondary metabolites from an algicolous Aspergillus versicolor strain. Marine Drugs, 10(1):131-139.
Miazek K, Remacle C, Richel A, Goffin D. 2014. Effect of lignocellulose related compounds on microalgae growth and product biosynthesis:a review. Energies, 7(7):4 446-4 481.
Murray-Gulde C L, Heatley J E, Schwartzman A L, Rodgers J H Jr. 2002. Algicidal effectiveness of clearigate, cutrineplus, and copper sulfate and margins of safety associated with their use. Archives of Environmental Contamination and Toxicology, 43(1):19-27.
Osterhage C, Kaminsky R, König G M, Wright A D. 2000.Ascosalipyrrolidinone A, an antimicrobial alkaloid, from the obligate marine fungus Ascochyta salicorniae. Journal of Organic Chemistry, 65(20):6 412-6 417.
Qian H F, Xu X Y, Chen W, Jiang H, Jin Y X, Liu W P, Fu Z W. 2009. Allelochemical stress causes oxidative damage and inhibition of photosynthesis in Chlorella vulgaris.Chemosphere, 75(3):368-375.
Rateb M E, Ebel R. 2011. Secondary metabolites of fungi from marine habitats. Natural Product Reports, 28(2):290-344.
Schrader K K, De Regt M Q, Tucker C S, Duke S O. 1997. A rapid bioassay for selective algicides. Weed Technology, 11(4):767-774.
Shapiro H M. 2008. Flow cytometry of bacterial membrane potential and permeability. In:Champney W S ed. New Antibiotic Targets. Humana Press, Totowa, New Jersey.p.175-186.
Song X X, Yu Z M, Gao Y H. 2003. Removal of different species of red tide organisms with an effective claycomplex system. Chinese Journal of Applied Ecology, 14(7):1 165-1 168. (in Chinese with English abstract)
Sun K L, Wang Y, Fu P, Liu P P, Zhu W M. 2013a. Studies on the secondary metabolites of Eurotium herbariorum HT-2 symbiotic with Enteromorpha prolifera. Chinese Journal of Marine Drugs, 32(1):37-45. (in Chinese with English abstract)
Sun R R, Miao F P, Zhang J, Wang G, Yin X L, Ji N Y. 2013b.Three new xanthone derivatives from an algicolous isolate of Aspergillus wentii. Magnetic Resonance in Chemistry, 51(1):65-68.
Wang F, Li H J, Lan W J. 2011. The metabolites of the marine fungus Penicillium sp. Associated with soft coral Sarcophyton tortuosum. Acta Scientiarum Naturalium Universitatis Sunyatseni, 50(6):72-77. (in Chinese with English abstract)
Wintermans J F G M, De Mots A. 1965. Spectrophotometric characteristics of chlorophylls a and b and their pheophytins in ethanol. Biochimica et Biophysica Acta(BBA)-Biophysics including Photosynthesis, 109(2):448-453.
Zhang S L, Zhang B, Dai W, Zhang X M. 2011. Oxidative damage and antioxidant responses in Microcystis aeruginosa exposed to the allelochemical berberine isolated from golden thread. Journal of Plant Physiology, 168(7):639-643.
Zhou M J, Zhu M Y. 2006. Progress of the project "Ecology and oceanography of harmful algal blooms in China".Advances in Earth Science, 21(7):673-679. (in Chinese with English abstract)