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Kuroyanagi, M. et al.

Kuroyanagi, Kawahara, Sekita, Satake, Hayashi, Takase, Masuda,

Dammarane-type triterpenes from the Brazilian medicinal plant Cordia multispicata.

From the Brazilian medicinal plant CarucaÃ¡ (Cordia multispicata), oleanane- and ursane-type triterpenoids were previously reported as anti-androgenic constituents of the plant. In this study, purification of the polar elements of the EtOAc-soluble fraction of the plant revealed nine novel dammarane-type triterpenes, named cordianols A-I (1-9) along with the known compound cordialin A (10). The structures of these new compounds were elucidated by means of spectral methods including HRFABMS, (1)H NMR, (13)C NMR, and 2D NMR (HMQC, HMBC, NOESY). Absolute configuration at C-23 of compound 7 was determined by an excitone chirality method. Some of these new compounds revealed a hemiketal structure on the A ring and a hydroxylated or epoxidated 20(22)-(E)-ene side chain and showed weak anti-androgenic activity.[1]

References

Dammarane-type triterpenes from the Brazilian medicinal plant Cordia multispicata. Kuroyanagi, M., Kawahara, N., Sekita, S., Satake, M., Hayashi, T., Takase, Y., Masuda, K. J. Nat. Prod. (2003) [Pubmed]

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