Structure Identification: |
Helvetica Chimica Acta, 2015, 98(9):1325-1331. | Curcumaromins A, B, and C, Three Novel Curcuminoids from Curcuma aromatica.[Reference: WebLink] | METHODS AND RESULTS: Three novel curcuminoids, Curcumaromin A, curcumaromin B, Curcumaromin C (1-3, resp.), along with a known compound, longiferone B (4) were isolated from Curcuma aromatica Salisb. The structures of the new compounds were elucidated as (1E,4Z,6E)-5-hydroxy-7-{4-hydroxy-3-[(1R ,6R )-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-yl)phenyl}-1-(4-hydroxyphenyl)hepta-1,4,6-trien-3-one (1), 2,3-dihydro-2-(4-hydroxyphenyl)-6-[(E)-2-(4-hydroxyphenyl)ethenyl]-5-[(1R ,6R )-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-yl]-4H-pyran-4-one (2), and (1E,6E)-1,7-bis(4-hydroxyphenyl)-4-[(1R ,6R )-3-methyl-6-(propan-2-yl)cyclohex-2-en-1-yl]hepta-1,6-diene-3,5-dione (3) on the basis of spectroscopic analysis. CONCLUSIONS: Curcumaromin A, curcumaromin B, Curcumaromin C (1-3) represented the first examples of menthane monoterpene-coupled curcuminoids. The known compound, longiferone B (4), was the first daucane sesquiterpene isolated from the genus Curcuma. |
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