H. Hayashi et al., NEW DIHYDROQUINOLINONE TOXIC TO ARTEMIA-SALINA PRODUCED BY PENICILLIUM SP NTC-47, Bioscience, biotechnology, and biochemistry, 61(5), 1997, pp. 914-916
Penicillium sp. NTC-47, which had been isolated from a soil sample, pr
oduced novel dihydroquinolinones when cultured with okara (the insolub
le residue of whole soybean), These metabolites, 1 and 2, were crystal
line products with molecular formulas of C17H17NO5 and C17H17NO4, resp
ectively, The structure of 1 was established to be oxy-4,5-dihydroxy-3
-(4'-methoxyphenyl)-quinolinone by spectroscopic evidence and by an X-
ray crystallographic analysis. Spectral data indicated the structure o
f 2 to be 5-deoxy-1. Compound 1 demonstrated toxicity against brine sh
rimp with an LC50 value of 20 mu g/ml, but 2 exhibited no activity at
a dose of 100 mu g/ml.