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    Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea

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    Type
    Article
    Authors
    Wang, Chao-Yi
    Wang, Kai-Ling
    Ghosheh, Yanal cc
    Xu, Ying
    Chen, Min
    Zheng, Juan-Juan
    Liu, Min
    Shao, Chang-Lun
    Wang, Chang-Yun
    KAUST Department
    Computer Science Program
    KAUST Global Collaborative Research Program
    Date
    2016-10-26
    Online Publication Date
    2016-10-26
    Print Publication Date
    2016-12
    Permanent link to this record
    http://hdl.handle.net/10754/625783
    
    Metadata
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    Abstract
    Marine organism-derived secondary metabolites are promising potential sources for discovering environmentally safe antifouling agents. In present study, 55 marine secondary metabolites and their synthesized derivatives were tested and evaluated for their antifouling activities and security. These compounds include 44 natural products isolated from marine invertebrates and their symbiotic microorganisms collected from the South China Sea and 11 structural modified products derived from the isolated compounds. The natural secondary metabolites, covering phenyl ether derivatives, terpenoids, 9, 11-secosteroids, anthraquinones, alkaloids, nucleoside derivatives and peptides, were isolated from two corals, one sponge and five symbiotic fungi. All of the isolated and synthesized compounds were tested for their antifouling activities against the cyprids of barnacle Balanus (Amphibalanus) amphitrite Darwin. Noticeably, five phenyl ether derivatives (9, 11, 13–15) exhibited potent anti-larval settlement activity with the EC50 values lower than 3.05 μM and the LC50/EC50 ratios higher than 15. The study of structure–activity relationship (SAR) revealed that the introduction of acetoxy groups and bromine atoms to phenyl ether derivatives could significantly improve their antifouling activities. This is the first report on the SAR of phenyl ether derivatives on antifouling activity against barnacle B. amphitrite. The polybrominated diphenyl ether derivative, 2, 4, 6, 2′, 4′, 6′-hexabromo-diorcinol (13), which displayed excellent antifouling activity, was considered as a promising candidate of environmentally friendly antifouling agents.
    Citation
    Wang C-Y, Wang K-L, Qian P-Y, Xu Y, Chen M, et al. (2016) Antifouling phenyl ethers and other compounds from the invertebrates and their symbiotic fungi collected from the South China Sea. AMB Express 6. Available: http://dx.doi.org/10.1186/s13568-016-0272-2.
    Sponsors
    KAUST Global Collaborative Research, Division of Life Science, Hong Kong University of Science and Technology, Clear Water Bay, Hong Kong, People’s Republic of China. This work was supported by the National Natural Science Foundation of China (41130858; 41322037), the Outstanding Youth Natural Science Foundation of Shandong Province (JQ201510), and the Taishan Scholars Program of Shandong, China.
    Publisher
    Springer Nature
    Journal
    AMB Express
    DOI
    10.1186/s13568-016-0272-2
    Additional Links
    http://amb-express.springeropen.com/articles/10.1186/s13568-016-0272-2
    ae974a485f413a2113503eed53cd6c53
    10.1186/s13568-016-0272-2
    Scopus Count
    Collections
    Computer Science Program; Publications Acknowledging KAUST Support

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