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40<br />

ANA LUISA ANAYA<br />

tetrahydrobenzo[b]oxepins derivatives also showed apparent inhibition against both<br />

cress and oat (Doi et al., 2004).<br />

The tremendous impact of parasitic plants on world agriculture has prompted<br />

much research aimed at preventing infestation. Orobanche and Striga spp. are two<br />

examples of parasitic weeds that represent a serious threat to agriculture in large<br />

parts of the world. The life cycle of these parasitic weeds is closely regulated by the<br />

presence of their hosts, and secondary metabolites that are produced by host plants<br />

play an important role in this interaction. A special interest has been arising on those<br />

host-produced stimulants that induce the germination of parasite seeds. Three classes<br />

of compounds have been described that have germination-stimulating activity:<br />

dihydrosorgoleone, the strigolactones and SL. Keyes et al. (2001) suggest that<br />

dihydrosorgoleone is the active stimulant in the root exudates of sorghum and other<br />

monocotyledonous hosts. However, Butler et al. (1995) and Wigchert et al. (1999)<br />

suggest that dihydrosorgoleone is less likely to be the germination stimulant in vivo<br />

because of its low water solubility, and because no correlation between its production<br />

and the germination of Striga has been found. To date, there is no definite proof that<br />

the germination of parasitic weed seeds in the field is induced by one single signal<br />

compound or class of compounds (and indeed such proof will be hard to obtain)<br />

(Bouwmeester et al., 2003). The capacity of SL, which share some structural features<br />

with the strigolactones, to induce the germination of S. asiatica has been reported<br />

(Fischer et al., 1989, 1990). In addition, a decade after the results of Fischer studies,<br />

Francisco Macías and his group (Pérez de Luque et al., 2000; Galindo et al., 2002)<br />

performed some studies of the structure-activity relationship (SAR) directed to evaluate<br />

the effect of several SL as germination stimulants of three Orobanche spp. (O. cumana,<br />

O. crenata, and O. ramosa). Results are compared with those obtained in the same<br />

bioassay with an internal standard, the synthetic analogue of strigol GR-24. A high<br />

specificity in the germination activity of SL on the sunflower parasite O. cumana has<br />

been observed, and a relationship between such activity and the high sunflower SL<br />

content is postulated. Molecular properties of the natural and synthetic germination<br />

stimulants (GR-24, GR-7, and Nijmegen-1) and SL have been studied using MMX<br />

and PM3 calculations. Consequently, comparative studies among all of them and<br />

their activities have been made. SL tested present similarities in molecular properties<br />

such as the volume of the molecule and the spatial disposition of the carbon backbone<br />

to the natural germination stimulant orobanchol. These properties could be related to<br />

their biological activity. Considering that the sun-flower–O. cumana interaction is<br />

highly specific and that sunflower contains many SL, it is tempting to speculate that<br />

O. cumana has evolved to respond to sesquiterpene lactones (and not or less to<br />

strigolactones) (Bouwmeester et al., 2003).<br />

3.2. Phenolics<br />

In relation with phenolics, Inderjit et al. (1997) conducted a study to understand the<br />

effects of certain phenolics, terpenoides, and their equimolar mixture through agar<br />

gel and soil growth bioassays and their recovery from soils. The eight compounds

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