Mechanistic insights into the cinnamaldehyde modification of lignin for sustainable anti-fungal reagent

Int J Biol Macromol. 2023 Sep 30:249:125994. doi: 10.1016/j.ijbiomac.2023.125994. Epub 2023 Jul 27.

Abstract

The limited anti-fungal activity of enzymatic hydrolysis lignin (EHL) has been a challenge in its direct application as a bamboo preservative. To address this issue, the cinnamaldehyde modification of EHL was carried out to introduce anti-fungal structures into the lignin matrix, effectively enhancing its anti-fungal activity. The results demonstrated that the minimal inhibitory concentrations of the modified lignin (EHL-DC) against Aspergillus niger significantly improved from 16 mg/mL to 1 mg/mL, with comparable enhancements in anti-fungal activity against other fungi. As a result of the modification, the EHL-DC is more prone to interact with fungal cell membranes, contributing to a roughened, shrunken hyphal surface and a decrease in mycelial biomass. Multiple characterization methods were employed to better grapple with the EHL-DC chemical changes. The nitrogen content increased from 2.3 % to 8.3 %, and alterations in elemental compositions further support the proposed reaction mechanism and its role in enhancing EHL's anti-fungal activity. This study offers novel insights into the high-value utilization of enzymatic hydrolysis lignin based on green chemistry principles.

Keywords: Hyphal morphologies; Mannich reaction; Schiff base.

MeSH terms

  • Acrolein* / pharmacology
  • Biomass
  • Hydrolysis
  • Lignin* / chemistry

Substances

  • Lignin
  • cinnamaldehyde
  • Acrolein