Preparation, Structure, and Potent Antifouling Activity of Sclerotioramine Derivatives

Mei Yan Wei, Cui Fang Wang, Kai-Ling Wang, Pei Yuan Qian, Chang Yun Wang*, Chang Lun Shao

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

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.

Original languageEnglish (US)
Pages (from-to)372-378
Number of pages7
JournalMarine Biotechnology
Volume19
Issue number4
DOIs
StatePublished - Aug 1 2017
Externally publishedYes

Keywords

  • (+)-Sclerotiorin
  • Antifoulant
  • Balanus amphitrite
  • Marine natural compound
  • Sclerotioramine derivatives

ASJC Scopus subject areas

  • Biotechnology
  • Aquatic Science

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