Production of monapinones by fermentation of the dinapinone-producing fungus Penicillium pinophilum FKI-3864 in a seawater-containing medium

Five new monapinones, including a dinapinone monomer, were isolated from the culture broth of the dinapinone-producing Penicillium pinophilum FKI-3864 in a medium modified to contain seawater. The structures of these monapinones were elucidated by various NMR experiments. Monapinones possessed the same dihydronaphthopyranone skeleton as the dinapinones, with different hydroxyalkyl chains: monapinone A was identified as the monomeric portion of the atropisomer dinapinones A1 and A2, and monapinones A and B showed weak inhibition of triacylglycerol (TG) synthesis in intact mammalian cells, whereas the others showed almost no effect on TG synthesis. The Journal of Antibiotics (2011) 64, 503-508; doi: 10.1038/ja.2011.33; published online 25 May 2011