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The Geography of Phytochemical Races

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6.3 Southern Pacifi c 259<br />

Differences in alkaloid composition between samples <strong>of</strong> Z. dipetalum from different<br />

islands have also been reported (Arslanian et al., 1990). <strong>The</strong>se workers found that a<br />

tree from Oahu (anethole/estragole chemotype) lacked thalicitrine [546] (see Fig. 6.5),<br />

whereas a tree from Kauai and one from Hawaii (both 2-undecanone/2-tridecanone<br />

chemotype) possessed the compound.<br />

6.3 Southern Pacifi c<br />

6.3.1 Piper methysticum (Piperaceae)<br />

This next example involves the well-known plant “kawa.” A psychoactive beverage<br />

made from the roots <strong>of</strong> this plant is used widely in the islands <strong>of</strong> the southwestern<br />

Pacifi c Ocean either for ritualistic or routine consumption. Kava is the common<br />

name for Piper methysticum Forst. f. from which several compounds responsible<br />

for the pharmacological activity have been isolated and identifi ed. Representative<br />

structures <strong>of</strong> the family <strong>of</strong> styrylpyrones, commonly called “kavalactones,” are<br />

given in Fig. 6.6. <strong>The</strong> compounds are based upon a carbon skeleton consisting<br />

<strong>of</strong> a styryl function (C 6 C 2 ) attached to a six-membered lactone ring. <strong>The</strong> fundamental<br />

compound, kawain, is shown as structure [547]. Structural variants include<br />

Fig. 6.6 Compounds<br />

547–553, kavalactones from<br />

Piper methysticum

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