Two polyoxygenated fatty acids with antifungal activity have been isol
ated from aerial parts of Aeollanthus parvifolius (Labiatae) using bio
assay-guided isolation procedures. Spectroscopic analysis was used to
identify the compounds as (Z)-4 xi,9 xi-diacetoxy-6 xi,7 xi-epoxy-5 xi
-hydroxy-8-oxododeca-2-enoic acid and (Z)-4 xi,6 xi,7 xi,9 xi-tetraace
toxy-5 xi-hydroxy-8-oxododeca-2-enoic acid. Both of these compounds in
hibited spore germination of Cladosporium cucumerinum. Minimum inhibit
ory doses were 1 mu g and 5 mu g, respectively, but only the former in
hibited germination of Aspergillus niger at a dose of 5 mu g. Neither
compound exhibited antibacterial activity. (Z)4 xi,9 xi-Diacetoxy-6 xi
,7 xi-epoxy-5 xi-hydroxy-8-oxododeca-2-enoic acid reduced the hyphal g
rowth of Pythium ultimum. The mode of action was not resolved but did
not involve either the disruption of the cell wall membrane or the inh
ibition of extracellular enzymes. Application of (Z)-4 xi,6 xi,7 xi,9
xi-tetraacetoxy-5 xi-hydroxy-8-oxodo-deca-2-enoic acid to seedling pla
nts did not give any protection against fungal attack, and indeed the
compound appeared to be phytotoxic.