Research & Development

Synthesis of N-Alkylated Indole Derivatives and Evaluation of Their Antifouling Activity Against Fouling Organisms

  • CHENG Y J ,
  • ZHENG J Y ,
  • SHAO C L ,
  • et al
Expand
  • 1. National Key Laboratory of Marine Corrosion and Protection,Luoyang Ship Material Research Institute,Qingdao,Shandong 266237,China; 2. Key Laboratory of Marine Drugs,The Ministry of Education of China,School of Medicine and Pharmacy,Ocean University of China,Qingdao,Shandong 266003,China; 3. School of Materials Science and Engineering,Inner Mongolia University of Technology,Hohhot 010051,China
郑纪勇,邮箱:zhengjy@sunrui.net;蔺存国,邮箱:lincg@sunrui.net。

Online published: 2025-10-27

Abstract

[Objective] A series of N-alkylated indole derivatives(NAID) were designed and synthesized,and their antifouling activity against fouling organisms was evaluated.[Methods]Different carbon chain lengths were introduced at the amino position of indole via N-alkylation reaction. The structures of target compounds were confirmed by IR and 1H NMR. Their antifouling activity was assessed against the Navicula minima,mussel byssus and barnacle larvae. Molecular docking wasemployed to explore the interaction mechanism between alkylated indole and acetylcholinesterase.[Results] Bioassay results demonstrated that N-alkylation significantly enhanced the antifouling activity of the indole derivatives. NAID. e,containing a 6-carbon chain,showed optimal performance, with an EC50 of 0. 8 μg/mL against diatom attachment,an LC50 of 1. 3 μg/mL against barnacle larvae, and 77% inhibition of mussel byssus attachment at 10 μg/mL. Molecular docking revealed that NAID. ecould form dual π -alkyl interactions with PHE331 and TYR334 in the active site of AChE.[Conclusion] A series of indole derivatives with marked antifouling activity were successfully synthesized,providing promising candidate compounds for the development of novel antifouling agents.

Cite this article

CHENG Y J , ZHENG J Y , SHAO C L , et al . Synthesis of N-Alkylated Indole Derivatives and Evaluation of Their Antifouling Activity Against Fouling Organisms[J]. Paint & Coatings Industry, 2025 , 55(10) : 2 -8 . DOI: 10.12020/j.issn.0253-4312.2025-228

Outlines

/