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The Geography of Phytochemical Races

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2.5 Asia 65<br />

Fig. 2.40 Compounds 139–141 from the Cupressus versus. Chamaecyparis study. Compounds<br />

142–145 from Jungermannia vulcanicola<br />

clear-cut: C. funebris yielded major amounts <strong>of</strong> ament<strong>of</strong>l avone [139] and cupressufl<br />

avone [140], with smaller amounts <strong>of</strong> hinokifl avone [141, partial structure only,<br />

the 7″-methyl ether <strong>of</strong> hinokifl avone, and traces <strong>of</strong> mono-O-methyl derivatives <strong>of</strong><br />

ament<strong>of</strong>l avone and cupressufl avone (see Fig. 2.40 for structures 139–141). This<br />

pr<strong>of</strong>i le is characteristic <strong>of</strong> Cupressus species, whereas pr<strong>of</strong>i les dominated by di- and<br />

tri-O-methylbifl avonoids characterize Chamaecyparis species.<br />

2.5.4 Jungermannia vulcanicola (Jungermanniaceae)<br />

<strong>The</strong> liverwort, Jungermannia vulcanicola (Schiffn.) Steph., was collected from several<br />

sites in Japan by Nagashima et al. (1996) who reported the new chiloscyphanetype<br />

sesquiterpenoid [142] from sites in the prefectures <strong>of</strong> Okayama and Shiga in<br />

southwestern Honshu. Further, the known chiloscyphane [143] was isolated from<br />

material collected at Okayama and the new labdane diterpenoid [144], and the<br />

known ent-13-epi-manoöl [145] from material collected at Shiga (see Fig. 2.40 for<br />

structures 142–145). <strong>The</strong>se observations suggested the existence <strong>of</strong> at least three<br />

chemotypes <strong>of</strong> this liverwort in Japan, although the structural differences between<br />

the pairs <strong>of</strong> compounds involve single biosynthetic steps. It would be <strong>of</strong> value in

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