Changes in the phytoalexin content in unripe fruit of banana, Musa acuminat
a, were analyzed after various treatments. The results show that level of h
ydroxyangiorufone started to increase 1-2 day after either wounding or inoc
ulation with conidia of Colletotrichum musae. Inoculation followed by wound
ing induced the formation of many other phenylphenalenones. The accumulatio
n of hydroxyanigorufone decreased, after its transient maximum, on ripening
by exposure of the wounded fruit to ethylene. The level of production of h
ydroxyanigorufone in ripe fruit treated by wounding and/of by inoculation w
as much tower than that in unripe fruit. 2-Aminooxyacetic acid, an inhibito
r of phenylalanine ammonia-lyase (PAL), inhibited the accumulation of hydro
xyangiorufone in wounded fruit, and the PAL activity increased after woundi
ng and ethylene treatment, respectively. Feeding experiments with [1-1(3C)I
] and [2-C-13]cinnamic acids, and [2-C-13]malonate show that two molecules
of cinnamic acid and one of malonate were incorporated into each molecule o
f hydroxyanigorufone. The phytoalexins isolated from fruit to which deutera
ted hydroxyanigorufone and irenolone had been administered revealed that 2-
(4'-hydroxyphenyl)-1,8-naphthalic anhydride was biosynthesized from hydroxy
anigorufone rather than from irenolone.