Preparation,Structure, and Potent Antifouling Activity of Sclerotioramine Derivatives |
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Authors: | Mei-Yan Wei Cui-Fang Wang Kai-Ling Wang Pei-Yuan Qian Chang-Yun Wang Chang-Lun Shao |
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Institution: | 1.Key Laboratory of Marine Drugs, The Ministry of Education of China, School of Medicine and Pharmacy,Ocean University of China,Qingdao,The People’s Republic of China;2.Laboratory for Marine Drugs and Bioproducts,Qingdao National Laboratory for Marine Science and Technology,Qingdao,The People’s Republic of China;3.School of Pharmacy, Guangdong Medical University,Dongguan,The People’s Republic of China;4.KAUST Global Collaborative Research, Division of Life Science,Hong Kong University of Science and Technology,Hong Kong,The People’s Republic of China |
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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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