Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi

Thirty-one isolates belonging to eight genera in seven orders were identified from 141 strains that were isolated from several marine plants. Alternaria sp. and Fusarium sp. were found to be the predominant fungi. Evaluation of the anti-phytopathogenic bacterial and fungal activities, as well as the...

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Main Authors: Dong-Lin Zhao, Dan Wang, Xue-Ying Tian, Fei Cao, Yi-Qiang Li, Cheng-Sheng Zhang
Format: Article
Language:English
Published: MDPI AG 2018-01-01
Series:Marine Drugs
Subjects:
Online Access:http://www.mdpi.com/1660-3397/16/1/36
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author Dong-Lin Zhao
Dan Wang
Xue-Ying Tian
Fei Cao
Yi-Qiang Li
Cheng-Sheng Zhang
author_facet Dong-Lin Zhao
Dan Wang
Xue-Ying Tian
Fei Cao
Yi-Qiang Li
Cheng-Sheng Zhang
author_sort Dong-Lin Zhao
collection DOAJ
description Thirty-one isolates belonging to eight genera in seven orders were identified from 141 strains that were isolated from several marine plants. Alternaria sp. and Fusarium sp. were found to be the predominant fungi. Evaluation of the anti-phytopathogenic bacterial and fungal activities, as well as the cytotoxicity of these 31 extracts, revealed that most of them displayed different levels of bioactivities. Due to their interesting bioactivities, two fungal strains—Fusarium equiseti (P18) and Alternaria sp. (P8)—were selected for chemical investigation and compounds 1–4 were obtained. The structure of 1 was elucidated by 1D and 2D NMR analysis, as well as high-resolution electrospray ionization mass spectroscopy (HRESIMS), and the absolute configuration of its stereogenic carbon (C-11) was established by comparison of the experimental and calculated electronic circular-dichroism (ECD) spectra. Moreover, alterperylenol (4) exhibited antibacterial activity against Clavibacter michiganensis with a minimum inhibitory concentration (MIC) of 1.95 μg/mL, which was 2-fold stronger than that of streptomycin sulfate. Additionally, an antibacterial mechanism study revealed that 4 caused membrane hyperpolarization without evidence of destruction of cell membrane integrity. Furthermore, stemphyperylenol (3) displayed potent antifungal activity against Pestallozzia theae and Alternaria brassicicola with MIC values equal to those of carbendazim. The cytotoxicity of 1 and 2 against human lung carcinoma (A-549), human cervical carcinoma (HeLa), and human hepatoma (HepG2) cell lines were also evaluated.
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spelling doaj.art-c276346bfbb042bf90389eece86feec72022-12-22T03:09:54ZengMDPI AGMarine Drugs1660-33972018-01-011613610.3390/md16010036md16010036Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived FungiDong-Lin Zhao0Dan Wang1Xue-Ying Tian2Fei Cao3Yi-Qiang Li4Cheng-Sheng Zhang5Marine Agriculture Research Center, Tobacco Research Institute of Chinese Academy of Agricultural Sciences, Qingdao 266101, ChinaMarine Agriculture Research Center, Tobacco Research Institute of Chinese Academy of Agricultural Sciences, Qingdao 266101, ChinaMarine Agriculture Research Center, Tobacco Research Institute of Chinese Academy of Agricultural Sciences, Qingdao 266101, ChinaCollege of Pharmaceutical Sciences, Hebei University, Baoding 071002, ChinaMarine Agriculture Research Center, Tobacco Research Institute of Chinese Academy of Agricultural Sciences, Qingdao 266101, ChinaMarine Agriculture Research Center, Tobacco Research Institute of Chinese Academy of Agricultural Sciences, Qingdao 266101, ChinaThirty-one isolates belonging to eight genera in seven orders were identified from 141 strains that were isolated from several marine plants. Alternaria sp. and Fusarium sp. were found to be the predominant fungi. Evaluation of the anti-phytopathogenic bacterial and fungal activities, as well as the cytotoxicity of these 31 extracts, revealed that most of them displayed different levels of bioactivities. Due to their interesting bioactivities, two fungal strains—Fusarium equiseti (P18) and Alternaria sp. (P8)—were selected for chemical investigation and compounds 1–4 were obtained. The structure of 1 was elucidated by 1D and 2D NMR analysis, as well as high-resolution electrospray ionization mass spectroscopy (HRESIMS), and the absolute configuration of its stereogenic carbon (C-11) was established by comparison of the experimental and calculated electronic circular-dichroism (ECD) spectra. Moreover, alterperylenol (4) exhibited antibacterial activity against Clavibacter michiganensis with a minimum inhibitory concentration (MIC) of 1.95 μg/mL, which was 2-fold stronger than that of streptomycin sulfate. Additionally, an antibacterial mechanism study revealed that 4 caused membrane hyperpolarization without evidence of destruction of cell membrane integrity. Furthermore, stemphyperylenol (3) displayed potent antifungal activity against Pestallozzia theae and Alternaria brassicicola with MIC values equal to those of carbendazim. The cytotoxicity of 1 and 2 against human lung carcinoma (A-549), human cervical carcinoma (HeLa), and human hepatoma (HepG2) cell lines were also evaluated.http://www.mdpi.com/1660-3397/16/1/36marine-derived fungiFusarium equisetiAlternaria sp.anthraquinonesperylenequinonesphytopathogensantibacterial activityantifungal activitycytotoxicity
spellingShingle Dong-Lin Zhao
Dan Wang
Xue-Ying Tian
Fei Cao
Yi-Qiang Li
Cheng-Sheng Zhang
Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi
Marine Drugs
marine-derived fungi
Fusarium equiseti
Alternaria sp.
anthraquinones
perylenequinones
phytopathogens
antibacterial activity
antifungal activity
cytotoxicity
title Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi
title_full Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi
title_fullStr Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi
title_full_unstemmed Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi
title_short Anti-Phytopathogenic and Cytotoxic Activities of Crude Extracts and Secondary Metabolites of Marine-Derived Fungi
title_sort anti phytopathogenic and cytotoxic activities of crude extracts and secondary metabolites of marine derived fungi
topic marine-derived fungi
Fusarium equiseti
Alternaria sp.
anthraquinones
perylenequinones
phytopathogens
antibacterial activity
antifungal activity
cytotoxicity
url http://www.mdpi.com/1660-3397/16/1/36
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