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ALLEOPATHIC ORGANISMS AND<br />

MOLECULES<br />

3.1. Terpenoids and sesquiterpene lactones<br />

Vokou et al. (2003) compared the potential allelopathic activity of 47 monoterpenoids<br />

of different chemical groups, by estimating their effect on seed germination and<br />

subsequent growth of Lactuca sativa seedlings. Apart from individual compounds,<br />

eleven pairs at different proportions were also tested. As a group, the hydrocarbons,<br />

except for (+)-3-carene, were the least inhibitory. Of the oxygenated compounds, the<br />

least inhibitory were the acetates; whenever the free hydroxyl group of an alcohol<br />

turned into a carboxyl group, the activity of the resulting ester was markedly lower<br />

(against both germination and seedling growth). Twenty-four compounds were<br />

extremely active against seedling growth (inhibiting it by more than 85%), but only<br />

five against seed germination. The compounds that were most active against both<br />

processes belonged to the groups of ketones and alcohols; they were terpinen-4-ol,<br />

dihydrocarvone, and two carvone stereoisomers. These authors used a model to<br />

investigate whether compounds acted independently when applied in pairs. The<br />

combined effect varied. In half of the cases, it followed the pattern expected under the<br />

assumption of independence; in the rest, either synergistic or antagonistic interactions<br />

were found in both germination and elongation. However, even in cases of synergistic<br />

interactions, the level of inhibition was not comparable to that of a single extremely<br />

active compound, unless such a compound already participated in the combination.<br />

The effect of the sesquiterpene cacalol and extracts (water and petroleum ether)<br />

derived from the roots of Psacalium decompositum (Asteraceae) on the germination<br />

and radicle growth of two plants, Amaranthus hypochondriacus (Amaranthaceae)<br />

and Echinochloa crus-galli (Poaceae), and the radial growth of four phytopathogenic<br />

fungi was described (Anaya et al., 1996). The activity of two cacalol derivatives (methyl<br />

cacalol and cacalol acetate) was also investigated. Germination of A. hypochondriacus<br />

was inhibited by almost all the treatments. The extracts and cacalol produced a<br />

significant inhibition of radicle growth of A. hypochondriacus and E. crus-galli.<br />

Cacalol acetate showed a specific inhibition on E. crus-galli, and methyl cacalol<br />

inhibited significantly the growth of A. hypochondriacus. In general, antifungal activity<br />

depended upon the target fungi and the concentration of each treatment. Cacalol had<br />

also effects on the morphology and coloration of the fungal mycelium. The bioactivity<br />

shown by the extracts of Psacalium decompositum on the tested seeds and fungi is<br />

mainly due to their content in cacalol.<br />

The allelochemical potential of Callicarpa acuminata (Verbenaceae) was<br />

investigated using a biodirected fractionation study as part of a long-term project to<br />

search for bioactive compounds among the rich biodiversity of plant communities in<br />

the Ecological Reserve El Eden, Quintana Roo, Mexico. Aqueous leachate, chloroformmethanol<br />

extract, and chromatographic fractions of the leaves of the plant species<br />

inhibited the root growth of Amaranthus hypochondriacus, Echinochloa crus-galli,<br />

and tomato (23% , 59%, and 70% respectively). Some of these treatments caused a<br />

moderate inhibition of the radial growth of two phytopathogenic fungi,<br />

Helminthosporium longirostratum and Alternaria solani (18% to 31%). The<br />

chloroform-methanol (1:1) extract prepared from the leaves rendered five compounds:<br />

37

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