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The Geography of Phytochemical Races

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238 5 Wide Disjunctions<br />

Table 5.4 Occurrence <strong>of</strong> acyclic and cyclic polyhalogenated monoterpenes in Plocamium<br />

cartilagineum<br />

Collection site Terpene class Reference<br />

Acyclic Cyclic<br />

Cadiz, Spain 0 2a Gonzalez et al. (1978)<br />

Isle <strong>of</strong> Wight, UK 0 5 Higgs et al. (1977)<br />

Overton, South Wales, UK 3 3 Higgs et al. (1977)<br />

La Jolla, California 12 0 Mynderse and Faulkner (1975)<br />

Monterey Bay, California 1 1 Crews (1977)<br />

Whidby Island, Washington 2 0 Crews (1977)<br />

Elephant Island, Antarctica 0 2 San-Martin and Rovirosa (1985)<br />

James Island, Antarctica 2 4 Stierle and Sims (1979)<br />

Covadonga Roadstead, Chile 1 0 San-Martin and Rovirosa (1986)<br />

a Number <strong>of</strong> compounds identifi ed belonging to each class.<br />

terpenes have been identifi ed, with individual pr<strong>of</strong>i les consisting <strong>of</strong> either or both<br />

types in the same specimen as illustrated in Table 5.4.<br />

Variation within a given area has also been documented as exemplifi ed by the fi ndings<br />

<strong>of</strong> San-Martin and Rovirosa (1986), who studied the chemistry <strong>of</strong> P. cartilagineum<br />

collected from six sites along the coast <strong>of</strong> Chile spanning a distance <strong>of</strong> ca. 1600 km.<br />

Thirteen compounds were identifi ed that differed in degree <strong>of</strong> halogenation and stereochemistry.<br />

Clear-cut geographical differences were noted based primarily on the<br />

presence or absence <strong>of</strong> mertensene [484], violacene [487], and compound [481] (see<br />

Fig. 5.11 for structures 477–487). A sample <strong>of</strong> the qualitative data involving these three<br />

compounds can be found in Table 5.5. Earlier studies <strong>of</strong> P. violaceum by Crews et al.<br />

(1977) had shown that chemical differences between life stages <strong>of</strong> an alga also exist.<br />

Following that lead, Rovirosa et al. (1988) examined the composition <strong>of</strong> halogenated<br />

monoterpene fractions from carposporophytes, tetrasporophytes, and gametophytes <strong>of</strong><br />

P. cartilagineum collected from two sites: La Boca and Quintay (both Chile). Analysis<br />

<strong>of</strong> the Boca material confi rmed the presence <strong>of</strong> only chlorinated monoterpenes, and that<br />

there were only relatively minor quantitative differences in chemistry among algal life<br />

stages. <strong>The</strong> Quintay population, however, tested positive for both bromine- containing<br />

Sites (Région) Terpenesa [484] [487] [481]<br />

La Bova (VI) nd nd 5.5b Table 5.5 Variation in selected halogenated monoterpenes in Plocamium cartilagineum collected<br />

from sites in Chile (from San-Martin and Rovirosa, 1986)<br />

Punta de Perros (VI) nd nd 5.7<br />

El Tabo (V) 12.8 40.4 nd<br />

Montemar (V) 11.6 24.0 nd<br />

La Herradura (IV) 18.7 19.3 nd<br />

Chiloé (X) nd nd nd<br />

a [484] = Mertensene; [487] = Violacene; see Fig. 5.11.<br />

b Percentage <strong>of</strong> total halogenated terpenes; nd = not<br />

detected.

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