5- from Sophora tomentosa

Ten prenylflavanones (10, 69-77) including sophoraflavanone G (10), naringenin (69), hesperetin (70), 6-prenylbaringenin (71), sophoraflavanone B (72), sophoraflavanone A (73), sophoraflavanone D (74), euchrestaflavanone A (75), sophoraflavanone H (76), sophoraflavanone I (77) were extracted from Sophora tomentosa L., and Sophora moorcroftiana Benth. ex Baker (Legumi-nosae) (Fig. 15). 

Table 3 Antitumor activity of isoflavones (27, 28) and isoflavanones (17, 86-93) from Sophora tomentosa L., and Sophora moorcroftiana Benth. ex Baker...

The minor components (+)-kuraramine and isokuraramine were isolated from Sophora franchetiana (118,119), S. tomentosa (21), S. flavesens (22,120), S. mollis (121) along with the well-known alkaloid ( )-ammodendrine (74). 

Tanaka, T. et al., Flavonoids from the root and stem of Sophora tomentosa. Phytochemistry, 46, 1431, 1997. 

If the precursor dienes have vinyl end-groups, ethene is eliminated in the metathesis reaction, but it is sometimes advantageous to use a precursor with one or two propenyl end-groups, eliminating propene or but-2-ene in the metathesis reaction. An example is shown in equation 31, the final stage in the synthesis of the protected precursor (42) of Sophora compound I, the antifungal phytoalexine isolated from the aerial part of Sophora tomentosa L228. 

Isol. from aerial parts of Sophora tomentosa. Plates. Mp 235-237°. 

Isol. from aerial parts of Sophora tomentosa. Shows antifungal activity. Needles. Mp 178-180°. [a] —17.3° (EtOH). 

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