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The Geography of Phytochemical Races

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248 6 Oceanic Islands<br />

Fig. 6.2 Compounds 519–524, cyanogenic glycosides from Passifl ora species<br />

a valine-derived cyanogenic glucoside. <strong>The</strong> fi nding <strong>of</strong> cyclopentene-derived as well<br />

as common α-amino acid-derived cyanogenic glycosides in the same plant species<br />

opens up an interesting area for further investigation. It would be <strong>of</strong> some signifi cance<br />

to determine if both types <strong>of</strong> cyanogens are produced by the same set <strong>of</strong> enzymes.<br />

If that should be the case, it would lead to the question <strong>of</strong> why valine is used by the<br />

Réunion plants and not by the Galapagos plants. If the two compound types are not<br />

produced by the same enzymes, it would be necessary to determine where in the<br />

pathway the differences lie.<br />

<strong>The</strong> presence <strong>of</strong> an unusual cyclopentene-based cyanogenic glycoside in Passifl ora<br />

colinvauxii Wiggins, an endemic species <strong>of</strong> the Galapagos Islands, further restricted<br />

to Indefatigable Island (Santa Cruz), has been used to argue for a close relationship<br />

between this species and the two species from mainland Ecuador, P. bifl ora Lam.<br />

and P. punctata L. (Adersen et al., 1993). <strong>The</strong> structure <strong>of</strong> “passibifl orin” is shown<br />

as [524]. Although the presence <strong>of</strong> this unusual diglycoside (gulose derivatives are<br />

rare in nature) in the island species certainly is a good indicator <strong>of</strong> relationship with<br />

the mainland species, it is not possible to state with certainly that the derivation <strong>of</strong><br />

the endemic species occurred directly from a mainland species or whether there is<br />

(or was) an intermediate.<br />

It might be mentioned in passing that variation in cyanogenesis has also been<br />

reported for members <strong>of</strong> Turnera sect. Canaligerae <strong>of</strong> Turneraceae (Shore and<br />

Obrist, 1992). <strong>The</strong> cyanogenic glycosides identifi ed from Turneraceae are based<br />

upon the cyclopentene ring system, as are those we have just seen in the related<br />

Passifl oraceae. Geographic patterning was not discussed in that paper, however.<br />

6.1.2 Lycopersicon cheesmanii (Solanaceae)<br />

<strong>The</strong> existence <strong>of</strong> a species <strong>of</strong> tomato on the Galapagos Islands was fi rst noted by<br />

Charles Darwin. Despite a moderate level <strong>of</strong> variation, Lycopersicon cheesmanii<br />

Riley is considered the only tomato species on the islands. All populations<br />

examined exhibited morphological and physiological characteristics that clearly

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