T. Kamo et al., PHENYLPHENALENONE-TYPE PHYTOALEXINS FROM UNRIPE BUNGULAN BANANA FRUIT, Bioscience, biotechnology, and biochemistry, 62(1), 1998, pp. 95-101
Fourteen phenylphenalenone-type phyto alexins (1-14), including three
new compounds, were isolated from the peel of unripe Musa acuminata [A
AA] cv. Bungulan fruit which had been injured and then inoculated with
conidia of Colletotrichum musae. These new phytoalexins were identifi
ed as o-2,3-dihydroxy-4-(4'-hydroxyphenyl)phenalen-1-one (12), 9-(3',4
'-dimethoxyphenyl)-2-methoxyphenalen-1-one (13) and 9-(4'-hydroxypheny
l)-2-methoxyphenalen-1-one (14). The ratios of the relative intensitie
s of the [M](+)/[M-H](+) ions or [M-H2O](+)/[M-H2O-H](+) ions in the E
I mass spectra were applied to discriminate between 4- and 9-phenylphe
nalenones. An antifungal test on the phytoalexins showed that a phenol
ic hydroxyl group was essential for the activity.