Publication Date:
2011-11-15
Description:
Bruceine K ( 1 ), a pentacyclic C 20 -quassinoid bearing a unique 12,20-epoxy moiety, and bruceine L ( 2 ), along with the ten known compounds (6 S ,7 E )-6,9,10-trihydroxy- and (6 S ,7 E )-6,9-dihydroxymegastigma-4,7-dien-3-one ( 3 and 4 , resp.), cleomiscosins A–C, luteoline, quercetine, bruceantinol, pinoresinol, and thevetiaflavone, were isolated from the ripe fruits of Brucea javanica. Bruceines K ( 1 ) and L ( 2 ) were determined to be (1 β ,2 α ,11 β ,12 β ,14 ξ ,15 β )-12,20-epoxy-1,2,11,13,14,15-hexahydroxypicras-3-en-16-one and (1 β ,2 α ,11 β ,12 β ,15 β )-13,20-epoxy-1,2,11,12-tetrahydroxy-16-oxo-15-(senecioyloxy)picras-3-en-21-oic acid methyl ester (senecioic acid=3-methylbut-2-enoic acid), respectively, on the basis of NMR ( 1 H- and 13 C-NMR, DEPT, 1 H, 1 H-COSY, NOESY, HMQC, and HMBC) and ESI-MS data. Among the known compounds, (6 S ,7 E )-6,9,10-trihydroxy- and (6 S ,7 E )-6,9-dihydroxymegastigma-4,7-dien-3-one ( 3 and 4 , resp.), cleomiscosin C, luteoline, quercetine, and thevetiaflavone were isolated for the first time from the Brucea plants.
Print ISSN:
0018-019X
Electronic ISSN:
1522-2675
Topics:
Chemistry and Pharmacology
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