Synthesis and evaluation of N-alkyl-β-d-glucosylamines on the growth of two wood fungi, Coriolus versicolor and Poria placenta

Various glucosylamines were synthesized from glucose and different alkyl amine compounds. These amino compounds are β-d-glucopyranosylamine (GPA), N-ethyl-β-d-glucopyranosylamine (EtGPA), N-butyl-β-d-glucopyranosylamine (BuGPA), N-hexyl-β-d-glucopyranosylamine (HeGPA), N-octyl-β-d-glucopyranosylamine (OcGPA), N-dodecyl-β-d-glucopyranosylamine (DoGPA), N-(2-hydroxyethyl)-β-d-glucopyranosylamine (HEtGPA) and N,N-di(2-hydroxyethyl)-β-d-glucopyranosylamine (DHEtGPA). They were tested for their antifungal activity against the growth of Coriolus versicolor and Poria placenta. An improvement of the antifungal activity with the increase of alkyl chain length was observed. DoGPA exhibited the best antifungal activity against both strains. It completely inhibited the fungal growth at 0.01 × 10−3 mol mL−1 and 0.0075 × 10−3 mol mL−1 for C. versicolor and P. placenta, respectively. For other glucosylamines higher concentrations were needed for complete inhibition of fungi.

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