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Isolation, purification, and identification of antialgal substances in green alga Ulva prolifera for antialgal activity against the common harmful red tide microalgae

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Abstract

Ten compounds (1~10) were successfully isolated from green algae Ulva prolifera through the combination of silica gel column chromatography, Sephadex LH-20 column chromatography and repeated preparative thin-layer chromatography. These ten compounds showed antialgal activity against red tide microalgae. Among them, compounds 3, 6, and 7 showed stronger antialgal activity against red tide microalgae. Furthermore, their structure was identified on the basis of spectroscopic data. There are three glycoglycerolipids: 1-O-octadecanoic acid-3-O-β-d-galactopyranosyl glycerol (2), 1-O-palmitoyl-3-O-β-d-galactopyranosyl glycerol (4), and 1-O-palmitoyl-2-O-oleoyl-3-O-β-d-galactopyranosyl glycerol (5); two monoglycerides: glycerol monopalmitate (1), 9-hexadecenoic acid, 2,3-dihydroxypropyl ester (3); two terpenoids: loliolide (6) and lsololiolide (7); one lipid-soluble pigments: zeaxanthin (8); one sterol: cholest-5-en-3-ol (9); and one alkaloid: pyrrolopiperazine-2,5-dione (10). These compounds were isolated from U. prolifera for the first time, and compounds 2, 3, 5, and 8 were isolated from marine macroalgae for the first time.

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Acknowledgments

The authors thank Prof. Bin-lunYan for his kind supply of U. prolifera, and Prof. Chang-hai Wang for his great help with the revision of the manuscript. This work was supported by the Natural Science Foundation of Jiangsu Province of China (BK20140446), a project funded by a Priority Academic Program Development of Jiangsu Higher Education Institutions (PAPD), and the Lianyungang Programs for Science and Technology Development (CG1310).

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Authors and Affiliations

  1. Jiangsu Key Laboratory of Marine Biotechnology, Huaihai Institute of Technology, Lianyungang, 222005, China

    Ying-ying Sun, Gan-lin Guo, Yin-fang Pu & Bin-lun Yan

  2. Co-innovation Center of Jiangsu Marine Bio-Industry Technology, Lianyungang, 222005, China

    Ying-ying Sun

  3. Beijing Institute of Medical Device Testing, Beijing, 101111, People’s Republic of China

    Hui Wang

  4. Resources and Environment Science Institute, Nanjing Agricultural University, Nanjing, 210095, China

    Chang-hai Wang

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  1. Ying-ying Sun
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  2. Hui Wang
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  3. Gan-lin Guo
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  4. Yin-fang Pu
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  5. Bin-lun Yan
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  6. Chang-hai Wang
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Correspondence to Ying-ying Sun.

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Responsible editor: Philippe Garrigues

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Sun, Yy., Wang, H., Guo, Gl. et al. Isolation, purification, and identification of antialgal substances in green alga Ulva prolifera for antialgal activity against the common harmful red tide microalgae. Environ Sci Pollut Res 23, 1449–1459 (2016). https://doi.org/10.1007/s11356-015-5377-7

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  • DOI: https://doi.org/10.1007/s11356-015-5377-7

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