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The Geography of Phytochemical Races

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236 5 Wide Disjunctions<br />

obtained. Extensive studies <strong>of</strong> the genus have shown the existence <strong>of</strong> both more or<br />

less local as well as very widespread patterns <strong>of</strong> variation. For example, König et al.<br />

(1999) recorded variation in the existence <strong>of</strong> both cyclic and acyclic compounds<br />

in P. harmatum J. Agardh collected from three areas on the Great Barrier Reef <strong>of</strong><br />

Australia. Specimens were collected from six sites representing northern, central,<br />

and southern parts <strong>of</strong> the reef: Milne Reef and Telford Reef from the Cairns Section<br />

(Cairns lies at 16°51′S, 145°43′E); Orpheus Island (18°40′S, 146°30′E), Rib Reef,<br />

and Potter Reef from the Central Section; and Heron Island (23°25′S, 151°55′E)<br />

from the Mackay/Capricorn Section (Fig. 5.10). This species proved to be a rich<br />

source <strong>of</strong> compounds, whose structures appear in Fig. 5.11, marked [477–487].<br />

<strong>The</strong> terpene pr<strong>of</strong>i le <strong>of</strong> plants from the three areas exhibited a good deal <strong>of</strong> variation,<br />

ranging from the richest arrays seen in plants from the northern sites, through<br />

highly heterogeneous arrays in plants from the central part <strong>of</strong> the range, to a comparatively<br />

simple array in plants from the Heron Island site. Only in the case <strong>of</strong><br />

northern region were identical chemical pr<strong>of</strong>i les observed in plants from different<br />

sites (Milne and Telford Reefs). <strong>The</strong> data appear in Table 5.3.<br />

Tests <strong>of</strong> biological activity revealed that compound [480], whose complete structure<br />

was determined to be (1S,2S,4R,5R,1′E)-2-bromo-1-bromomethyl-1,4-dichloro-<br />

5-(2′-chloroethenyl)-5-methylcyclohexane by X-ray crystallographic analysis, is<br />

very toxic to Chlorella fusca under laboratory conditions. <strong>The</strong> other compounds<br />

Fig. 5.10 Map <strong>of</strong> the Great<br />

Barrier Reef, Australia

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