Synthetic Analogue of Butenolide as an Antifouling Agent

Mar Drugs. 2021 Aug 25;19(9):481. doi: 10.3390/md19090481.

Abstract

Butenolide derivatives have the potential to be effective and environmentally friendly antifouling agents. In the present study, a butenolide derivative was structurally modified into Boc-butenolide to increase its melting point and remove its foul smell. The structurally modified Boc-butenolide demonstrated similar antifouling capabilities to butenolide in larval settlement bioassays but with significantly lower toxicity at high concentrations. Release-rate measurements demonstrated that the antifouling compound Boc-butenolide could be released from polycaprolactone-polyurethane (PCL-PU)-based coatings to inhibit the attachment of foulers. The coating matrix was easily degraded in the marine environment. The performance of the Boc-butenolide antifouling coatings was further examined through a marine field test. The coverage of biofouler on the Boc-butenolide coatings was low after 2 months, indicating the antifouling potential of Boc-butenolide.

Keywords: antifouling compounds; butenolide; larval attachment assay; structural optimisation.

MeSH terms

  • 4-Butyrolactone / analogs & derivatives*
  • 4-Butyrolactone / chemistry
  • 4-Butyrolactone / pharmacology
  • Animals
  • Biofouling / prevention & control*
  • Carbamates / chemistry
  • Carbamates / pharmacology*
  • Larva
  • Paint
  • Polychaeta
  • Polyesters / chemistry
  • Polyesters / pharmacology*
  • Polyurethanes / chemistry
  • Polyurethanes / pharmacology*
  • Thoracica

Substances

  • Carbamates
  • Polyesters
  • Polyurethanes
  • polycaprolactone
  • butenolide
  • 4-Butyrolactone