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The Geography of Phytochemical Races

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2.4 <strong>The</strong> Mediterranean Basin 51<br />

intermediate, and low levels <strong>of</strong> quercetin, respectively, the authors calculated<br />

values for p, the frequency <strong>of</strong> the a allele. <strong>The</strong>ir results also appear in the table.<br />

This method <strong>of</strong> analysis, which has also been used quite successfully in the discussion<br />

<strong>of</strong> monoterpene differences, which will appear below, provides a means<br />

to convert descriptive secondary metabolite data into a potentially more meaningful<br />

format. In this instance, it clearly demonstrates differences in the genetic<br />

composition <strong>of</strong> the respective populations <strong>of</strong> P. uncinata, although no easily<br />

interpreted pattern has emerged.<br />

One point should be raised that was not dealt with in the Lauranson and Lebreton<br />

(1991) paper. It would appear that the authors examined the concentration values<br />

<strong>of</strong> the individual fl avonols at face value without considering likely or possible<br />

biosynthetic relationships. In particular, isorhamnetin is produced by O-methylation<br />

<strong>of</strong> quercetin. Total quercetin produced would then be the sum <strong>of</strong> quercetin per se plus<br />

the amount <strong>of</strong> isorhamnetin present. This value, refl ecting total 3′,4′- dioxygenated<br />

fl avonols, would be the more accurate measure <strong>of</strong> allele frequency.<br />

2.4 <strong>The</strong> Mediterranean Basin<br />

2.4.1 Withania somnifera (Solanaceae)<br />

Several literature reports describe efforts to identify the component(s) <strong>of</strong> Withania<br />

somnifera (L.) Dun. responsible for the sedative, hypnotic, and antiseptic properties<br />

<strong>of</strong> the plant. Those studies included material collected in South Africa and in<br />

different parts <strong>of</strong> India. Although none <strong>of</strong> the earlier studies resulted in the establishment<br />

<strong>of</strong> a detailed structure, it did become evident that plants from different<br />

areas exhibited different chemistries. Examination <strong>of</strong> the nonalkaloidal components<br />

<strong>of</strong> W. somnifera from different regions <strong>of</strong> Israel also revealed chemical<br />

heterogeneity, leading to a more detailed study <strong>of</strong> this species (Abraham et al.,<br />

1968). <strong>The</strong> study, which involved 24 populations, showed that three well-defi ned<br />

chemotypes exist in Israel (Fig. 2.30). Chemotype 1, the most widespread <strong>of</strong> the<br />

three, consists <strong>of</strong> three compounds [111], known as “withaferin-A”, its dihydro<br />

derivative [112], and the hydroxyl derivative [113]. Chemotype 2, confi ned to<br />

northern Israel, consists <strong>of</strong> the single compound [114]. Chemotype 3, found in<br />

fi ve sites along the southern coastal plain, consists <strong>of</strong> the most complex array <strong>of</strong><br />

compounds (at least seven) <strong>of</strong> the sort represented by structures [115 and 116]<br />

(see Fig. 2.31 for structures 111–116). Examination <strong>of</strong> eight individual plants<br />

<strong>of</strong> chemotype III showed identical pr<strong>of</strong>i les. Common garden studies revealed<br />

that the withanolide pr<strong>of</strong>i les <strong>of</strong> plants grown from seed were identical to those<br />

<strong>of</strong> plants in the wild and cultivated plants <strong>of</strong> all three types sampled at intervals<br />

throughout their growth showed only quantitative changes in withanolide<br />

content. <strong>The</strong> authors did not speculate as to how these populations had become<br />

differentiated.

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