Isolation of (2 S ,4 R )-2-amino-4-methyl-hex-5-enoic acid, a nonprotein amino acid, as an allelochemical from the fruiting bodies of Boletus fraternus Peck.

[摘要] The mushroom Boletus fraternus Peck. shows allelopathy and suppresses the growth of broad leaf plants in nature. According to a bioassay-guided fractionation of the fruiting body of the fungus, a rare nonprotein amino acid was isolated as a major allelochemical. The chemical structure of the compound was determined to be (2 S ,4 R )-2-amino-4-methyl-hex-5-enoic acid (5-dehydrohomoleucine) by analysis of 1 H- and 13 C-nuclear magnetic resonance spectra and comparison with data from the literature. The allelochemical caused 50% inhibition of lettuce seedling radicle growth at a concentration of 34 ppm (w/v). Further, since radicle growth was directed away from the filter paper to prevent contact with the allelochemical at concentrations higher than 300 ppm (w/v), the fungus may use the allelochemical to protect its immediate environment from contamination by other plants.

[学科分类] 纳米科学和纳米技术

[关键词] allelochemical;allelopathy;(2 S;4 R )-2-amino-4-methyl-hex-5-enoic acid;Boletus fraternus;nonprotein amino acid;plant growth inhibitor