An anti-inflammatory isoflavone from soybean inoculated with a marine fungus Aspergillus terreusC23-3

ABSTRACTA new isoflavone derivative compound 1(psoralenone) was isolated from soybean inoculated with a marine fungus Aspergillus terreusC23-3, together with seven known compounds including isoflavones 2–6, butyrolactone I (7) and blumenol A (8). Their structures were elucidated by MS, NMR, and ECD. Psoralenone displayed moderate in vitroanti-inflammatory activity in the LPS-induced RAW264.7 cell model. Compound 2(genistein) showed moderate acetylcholinesterase (AChE) inhibitory activity whereas compounds 2, 5(biochanin A), 6(psoralenol), and 7exhibited potent larvicidal activity against brine shrimp. Compounds 3(daidzein), 4(4ʹ-hydroxy-6,7-dimethoxyisoflavone), and 5–7showed broad-spectrum anti-microbial activity, and compound 7also showed moderate 2,2-diphenyl-1-picrylhydrazyl (DPPH) free radical scavenging activity.