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The Geography of Phytochemical Races

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6.2 <strong>The</strong> Hawaiian Islands 253<br />

6.2.2 Cyperus rotundus (Cyperaceae)<br />

Cyperus rotundus L. is a weedy species, native to India, but widely distributed in<br />

countries on the Pacifi c Rim and islands in the Pacifi c Basin. Commonly referred to<br />

as “purple nut sedge,” it has been known in the Hawaiian Islands since the middle <strong>of</strong><br />

the nineteenth century. In addition to its weedy nature, the taxon has attracted attention<br />

because <strong>of</strong> the antifebrile activity <strong>of</strong> its rhizomes. Chemical studies have disclosed<br />

the presence <strong>of</strong> several sesquiterpene derivatives, some <strong>of</strong> which have been<br />

implicated in the plant’s medicinal use (cyperene and cyperinerol) (Wagner et al.,<br />

1990, p. 1399). Our interest in this species is the existence <strong>of</strong> several chemotypes<br />

with interesting patterns <strong>of</strong> occurrence involving Pacifi c Rim countries and several<br />

oceanic islands, including the Hawaiian Islands, islands in the southern Pacifi c, and<br />

the Philippines.<br />

Sesquiterpenes identifi ed from the sedge include cyperene [536], cyperotundone<br />

[537], patchoulenone [538], patchoulenyl acetate [539], sugeonyl acetate [540], and<br />

ß-selinene [541] (see Fig. 6.4 for structures 536–541). Several chemotypes involving<br />

these compounds have been identifi ed, although there is overlap in the countries<br />

involved in some instances (Komai et al., 1991). <strong>The</strong> “H-type” occurs in Japan and<br />

in the Kalapana area <strong>of</strong> southeastern Hawaii (Island <strong>of</strong> Hawaii). Plants exhibiting the<br />

“M-type” chemical phenotype occur in Japan, Taiwan, southern China, Hong Kong,<br />

and Vietnam. “O-Type” plants occur in Japan; Taiwan; the Philippines; Thailand;<br />

Indonesia; the Hawaiian Islands (Hawaii, Kauai, Maui, and Oahu); southern Pacifi c<br />

Islands, including Guam, Samoa, Saipan, Palau, and Tonga; Australia; and southern<br />

United States. <strong>The</strong> “K-type” plants are known from four <strong>of</strong> the Hawaiian Islands<br />

(Hawaii, Kauai, Maui, and Oahu), southern California, and Mexico. Despite the<br />

presence <strong>of</strong> both H- and O-chemotypes, the predominant chemotype in the Hawaiian<br />

Islands is the K-type. Selected occurrence data are summarized in Table 6.1.<br />

Fig. 6.4 Compounds 536–541, sesquiterpene derivatives from Cyperus, the nut sedge

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