Abstract
A series of 30 sclerotioramine derivatives (2–31) of the natural compound, (+)-sclerotiorin (1), has been successfully semi-synthesized by a one-step reaction with high yields (up to 80%). The structures of these new derivatives were established by extensive spectroscopic methods and single-crystal X-ray diffraction analysis for 3, 6, and 10. (+)-Sclerotiorin (1) and its semisynthetic derivatives (2–31) were evaluated for their antifouling activity. Most of them except 6, 7, 8, 12, and 28 showed potent antifouling activity against the larval settlement of the barnacle Balanus amphitrite. More interestingly, most of the aromatic amino-derivatives (13–17, 19–21, 23, 25–27, and 29–31) showed strong antifouling activity; however, only two aliphatic amino-derivatives (5 and 10) had the activity.
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Acknowledgements
This work was supported by the Program of National Natural Science Foundation of China (Nos. 41322037 and 41606172), the Program of Natural Science Foundation of Shandong Province of China (No. JQ201510), Marine Special Public Welfare Scientific Research, State Oceanic Administration of China (No. 201405038), AoShan Talents Program Supported by Qingdao National Laboratory for Marine Science and Technology (No. 2015ASTP-ES11), the Scientific and Technological Innovation Project Financially Supported by Qingdao National Laboratory for Marine Science and Technology (No.2015ASKJ02), and the Taishan Scholars Program, China.
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Wei, MY., Wang, CF., Wang, KL. et al. Preparation, Structure, and Potent Antifouling Activity of Sclerotioramine Derivatives. Mar Biotechnol 19, 372–378 (2017). https://doi.org/10.1007/s10126-017-9760-x
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DOI: https://doi.org/10.1007/s10126-017-9760-x