Natural polyketide 6-pentyl-2 H-pyrone-2-one and its synthetic analogues efficiently prevent marine biofouling

Biofouling. 2021 Mar;37(3):257-266. doi: 10.1080/08927014.2021.1890043. Epub 2021 Apr 18.

Abstract

Biofouling is a widespread phenomenon in oceans worldwide. With increasing human development and activities in open and coastal waters, and due to the environmental impact of AF organotins and copper-based paint, the demand for nontoxic antifouling (AF) paints is increasing. Various bioassays for antimicrobial activity, anti-biofilm formation and anti-barnacle settlement were established to evaluate the possibility of using marine natural products as AF agents. A series of natural products, isolated from the marine-derived fungi Trichoderma atroviride and T. reesei, were evaluated for their AF activity. One pyrone-type compound (1) demonstrated significant inhibitory activities toward barnacle cyprid settlement. Furthermore, a series of pyrone analogues (S1-S6) were synthesized, and their bioactivities were evaluated in the established systems. The results showed that compounds S5 and S6 exhibited a broad spectrum of bioactivities, such as anti-barnacle settlement, anti-biofilm formation and antimicrobial activities.

Keywords: Marine-derived fungi; anti-biofilm formation; antifouling agents; antimicrobial activity; secondary metabolites; synthetic pyrones.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Biofouling* / prevention & control
  • Humans
  • Hypocreales
  • Oceans and Seas
  • Polyketides*
  • Pyrones / pharmacology

Substances

  • Polyketides
  • Pyrones

Supplementary concepts

  • Trichoderma atroviride