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The Geography of Phytochemical Races

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210 4 Intercontinental Disjunctions<br />

Compound<br />

Table 4.6 Flavonoid pr<strong>of</strong>i les <strong>of</strong> Noth<strong>of</strong>agus subsp. Fuscospora<br />

Noth<strong>of</strong>agus speciesa ALE FU1 FU2 GUN SOL<br />

Galangin + + + + +<br />

3-Methyl ether + vb v − +<br />

7-Methyl ether<br />

8-Hydroxygalangin:<br />

v v + + +<br />

3-Methyl ether + + + − −<br />

8-Methyl ether + + + + +<br />

3,7-Dimethyl ether − − − − +<br />

3,8-Dimethyl ether + + + − +<br />

7,8-Dimethyl ether − − − − +<br />

3,7,8-Trimethyl ether − − − − +<br />

5-Hydroxy-7,8-dimethoxy fl avone − − − − +<br />

Pinocembrin v + + + +<br />

7-Methyl ether − − − − +<br />

3-Acetate − − − − +<br />

2′,4′-Dihydroxy-6′-methoxychalcone v + + v −<br />

Pinosylvin<br />

vydroxy-7, 8-d<br />

+ + + + v<br />

a ALE = N. alessandri; FU1 = N. fusca; FU2 = N. fusca; GUN = N. gunnii; SOL = N. solandri.<br />

b Variable among populations.<br />

4.5 Western Pacifi c: Eastern Asia, Japan, and the Philippines<br />

4.5.1 Euchresta (Fabaceae)<br />

Euchresta is a genus <strong>of</strong> legumes consisting <strong>of</strong> fi ve species native to the Southeastern<br />

Asian mainland, Japan, the Philippine Islands, and parts <strong>of</strong> Indonesia. It has been<br />

the subject <strong>of</strong> morphological and pollen studies as well as an examination <strong>of</strong> its<br />

fl avonoid chemistry, which is what concerns us here (Matsuura et al., 1994). <strong>The</strong>se<br />

workers undertook the chemical study in an effort to resolve the issue <strong>of</strong> relationships<br />

in the face <strong>of</strong> differing views based on the published studies <strong>of</strong> Ohashi and<br />

Sohma (1970) and Chen et al., (1992). An extensive series <strong>of</strong> papers dealing with the<br />

fl avonoid chemistry <strong>of</strong> the entire genus has appeared (see Matsuura et al., 1994 for<br />

complete citations). <strong>The</strong> genus proved to be a source <strong>of</strong> both apigenin O-glycosides<br />

and C-glycosides, in addition to an abundant source <strong>of</strong> C-prenylated fl avanones,<br />

for example, [375], C-prenylated is<strong>of</strong>l avones, [376], and C-prenylated coumaronochromones<br />

(picture a prenyl group at C-3′ in 374) (see Fig. 4.16 for structures). In<br />

addition to fl avonoids based upon the normal 2′,4′,6′,4-tetrahydroxychalcone, certain<br />

members <strong>of</strong> the genus can also make the 6′-deoxychalcone from which the 5deoxyfl<br />

avanone was formed. Following the formation <strong>of</strong> the two types <strong>of</strong> fl avanones<br />

[372 and 5-deoxy derivatives), biosynthetic activities continue in all species to produce<br />

is<strong>of</strong>l avones [373 and 5-deoxy derivatives], and in four species to produce the<br />

corresponding coumaranochromones, for example, [374]. A particularly rich source

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